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LIDE PHARMACEUTICALS LIMITED

LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.

Adapalene

Cas:106685-40-9

Min.Order:1 Kilogram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

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Shaanxi Cuicheng Biomedical Technology Co., Ltd.

Why Choose Us: 1. Factory direct sales, so we can provide the competitive price and high quality product base on 8 years of production and R&D experience. 2. It is available in stock for quick shipment.Products could be packaged according to cu

Adapalene

Cas:106685-40-9

Min.Order:1 Kilogram

Negotiable

Type:Other

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Dayang Chem (Hangzhou) Co.,Ltd.

DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe

Adapalene Manufacturer/High quality/Best price/In stock

Cas:106685-40-9

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Hangzhou Dingyan Chem Co., Ltd

Items Standard Result Appearance White to almost white powder White crystal Identification

High purity Adapalene CAS:106685-40-9

Cas:106685-40-9

Min.Order:1 Kilogram

FOB Price: $1.0 / 5.0

Type:Manufacturers

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Kono Chem Co.,Ltd

About our Adapalene powder Adapalene is a third-generation topical retinoid primarily used in the treatment of mild-moderate acne, and is also used off-label to treat keratosis pilaris as well as other skin conditions. It is effective against

CAS:106685-40-9 Adapalene

Cas:106685-40-9

Min.Order:1 Kilogram

Negotiable

Type:Other

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Hebei yanxi chemical co.,LTD.

hebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developm

High Purity Adapalene CAS NO.106685-40-9

Cas:106685-40-9

Min.Order:1 Metric Ton

FOB Price: $1.0 / 3.0

Type:Manufacturers

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Wuhan Fortuna Chemical Co.,Ltd

Unique advantages of Adapalene Cas 106685-40-9 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White to off-white crystalline powder Storage:Cool dry place Package:100g,1

Factory supply Adapalene Cas 106685-40-9 with high quality and best price

Cas:106685-40-9

Min.Order:100 Gram

Negotiable

Type:Trading Company

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Hefei TNJ chemical industry co.,ltd

Specifications 1.High purity 2.Good Quality 3.Best Service Appearance:powder Storage:dry environment Package:25kg/drum or as your needs Application:Anti-Allergic Agents Transportation:by sea or by air Port:China main port

Adapalene 106685-40-9

Cas:106685-40-9

Min.Order:25 Kilogram

Negotiable

Type:Trading Company

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Nanjing Yuance Industry&Trade Co., Ltd.

Purity 99% with competitive price Fast delivery Prompt shipment Appearance:White or off white power Storage:Store in cool dry place Application:Pharmaceutical intermediates Port:Shanghai, Nanjing

Adapalene, API, 106685-40-9, Reagent grade

Cas:106685-40-9

Min.Order:10 Gram

Negotiable

Type:Manufacturers

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Henan Allgreen Chemical Co.,Ltd

high quality Appearance:White or off-white Solid Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai

Adapalene

Cas:106685-40-9

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

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Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

Factory Supply Adapalene

Cas:106685-40-9

Min.Order:1

Negotiable

Type:Other

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Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

High Quality 99% Adapalene 106685-40-9 ISO Producer

Cas:106685-40-9

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

Adapalene

Cas:106685-40-9

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Hubei DiBo chemical co., LTD

Name:Adapalene The alias:Adapalene CAS NO:106685-40-9 Molecular formula:C28H28O3 Molecular weight:412.5201 Product Quality 12 years of chemical raw materials Mature operation of the industry System stability Data storage Security withou

Adapalene/CAS:106685-40-9/with best price

Cas:106685-40-9

Min.Order:25 Kilogram

FOB Price: $1.0 / 2.0

Type:Other

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Henan Tianfu Chemical Co., Ltd.

Product Name: Adapalene Synonyms: ADAPALENE;6-[3-(1-ADAMANTYL)-4-METHOXYPHENYL]-2-NAPHTHALENE CARBOXYLIC ACID;6-[3-(1-ADAMANTYL)-4-METHOXYPHENYL]-2-NAPHTHOIC ACID;6-[3-(1-adamantyl)-4-methoxy-phenyl]naphthalene-2-carboxylic acid;Adapalen;6-(4-Meth

106685-40-9 Adapalene

Cas:106685-40-9

Min.Order:1 Kilogram

FOB Price: $230.0

Type:Lab/Research institutions

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Hebei Nengqian Chemical Import and Export Co., LTD

With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin

Adapalene CAS 106685-40-9 Treatment of Acne Adapalene Powder

Cas:106685-40-9

Min.Order:1 Kilogram

FOB Price: $3.0 / 10.0

Type:Trading Company

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Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

Factory direct supply CAS 106685-40-9 with best quality

Cas:106685-40-9

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Hebei Sankai Chemical Technology Co., Ltd

1. Product advantages ♦ High purity, all above 98.5%, no impurities after dissolution ♦ We will test each batch to ensure quality ♦ OEM and private brand services designed for free ♦ Various cap colors available ♦ W

Adapalene CAS106685-40-9

Cas:106685-40-9

Min.Order:1 Kilogram

FOB Price: $7.0 / 9.0

Type:Trading Company

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Henan Sinotech Import&Export Corporation

roduct Name Adapalene Structural formula CAS No. 106685-40-9 Appearance: White to offwhite Crystal Content: ≥99.0% Solubility: Microsolubility In THF Ash: ≤0.2% Loss on drying: ≤0.5% Heavy

Adapalene

Cas:106685-40-9

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Other

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Hubei Langyou International Trading Co., Ltd

1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White powder Storage:Store in sealed containers at cool & dr

small molecule inhibitors Adapalene,CAS:106685-40-9

Cas:106685-40-9

Min.Order:100 Gram

Negotiable

Type:Other

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Shanghai Upbio Tech Co.,Ltd

1,In No Less five years exporting experience. 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Onchem specialized in APIs, chemical intermediate

Topsale Adapalene 99% with lower price

Cas:106685-40-9

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Lab/Research institutions

inquiry

Xi'an Faithful Biotech Co., Ltd.

We are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At present

Anesthetic Adapalene with CAS:106685-40-9

Cas:106685-40-9

Min.Order:1 Gram

FOB Price: $12.0 / 16.0

Type:Trading Company

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Qingdao Beluga Import and Export Co., LTD

Adapalene CAS: 106685-40-9 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediates

Adapalene CAS: 106685-40-9

Cas:106685-40-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Terui OP New Material Technology Co., Ltd.

We have overseas warehouses in California, New Laredo Mexico, Vancouver Canada, Amsterdam Netherlands, and Melbourne Australia. Overseas warehouses can provide some of the best-selling products. We look forward to the cooperation of local powerful d

cas 106685-40-9 Adapalene Chinese manufacturer

Cas:106685-40-9

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

Adapalene

Cas:106685-40-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hubei Jiutian Bio-medical Technology Co., Ltd

1,we produce and sell good chemicals around the world. 2,our success rate is about 95%. this means, if customer order is accepted, the probability that the customer will obtain the ordered substances, is 95%. 3,our staff consists of highly qualifie

Wuhan Wonda Pharm Limited

1.high quality: quality is life. quality is the most important element for all goods. we have a lab doing research in wuhan china. hplc and nmr is available if needed. 2.reasonable price: we provide high quality products wi

Hot selling CAS 106685-40-9 Adapalene with best price

Cas:106685-40-9

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Mojin Biotechnology Co.,Ltd

Company information: Hebei Mojin Biotechnology Co., Ltd, Our company is a professional in chemical raw materials and chemical reagents research and development production enterprises. Our business covers more than 30 countries, most of the big custo

Adapalene CAS 106685-40-9

Cas:106685-40-9

Min.Order:1 Kilogram

FOB Price: $8.0 / 10.0

Type:Trading Company

inquiry

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures

Adapalene

Cas:106685-40-9

Min.Order:1 Kilogram

FOB Price: $80.0 / 100.0

Type:Lab/Research institutions

inquiry

Synthetic route

tert-butyl 6-(3-(1-adamantyl)-4-anisyl)-2-naphthoate

tert-butyl 6-(3-(1-adamantyl)-4-anisyl)-2-naphthoate

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 22h;100%
3-(1-adamantyl)-4-methoxyphenylboronic acid
459423-32-6

3-(1-adamantyl)-4-methoxyphenylboronic acid

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Stage #1: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 6-bromo-2-naphthoic acid With potassium carbonate; palladium 10% on activated carbon In tetrahydrofuran; water for 8h; Heating / reflux;
Stage #2: With hydrogenchloride; water In tetrahydrofuran for 1h; Product distribution / selectivity;
99%
Stage #1: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 6-bromo-2-naphthoic acid With potassium hydroxide; 5%-palladium/activated carbon In tetrahydrofuran; water at 55℃; for 2h; Heating / reflux;
Stage #2: With hydrogenchloride; water In tetrahydrofuran at 20℃; pH=6 - 7; Product distribution / selectivity;
99%
Stage #1: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 6-bromo-2-naphthoic acid With potassium carbonate; palladium diacetate; CyJohnPhos In tetrahydrofuran; water for 2 - 4h; Suzuki Coupling; Heating / reflux;
Stage #2: With hydrogenchloride; water In tetrahydrofuran for 1h; Product distribution / selectivity;
94.8%
6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Stage #1: 6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester With ethylene glycol; sodium hydroxide
Stage #2: With hydrogenchloride In water Product distribution / selectivity;
97%
Stage #1: 6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester With ethylene glycol; sodium hydroxide
Stage #2: With hydrogenchloride In water Product distribution / selectivity;
96%
With water; sodium hydroxide In propylene glycol89%
6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid sodium salt

6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid sodium salt

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
With acetic acid In tetrahydrofuran; water at 60 - 70℃; Heating / reflux;95%
With hydrogenchloride In water pH=3 - 4; Product distribution / selectivity;80%
(6-(3-(adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)methanol
106685-54-5

(6-(3-(adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)methanol

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
With 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate In dichloromethane at 20℃; for 24h;94%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

3-adamantyl-4-methoxyphenyltriethoxysilane

3-adamantyl-4-methoxyphenyltriethoxysilane

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
With potassium fluoride; propylene glycol; chloro-[2-(9-phenyl-1,10-phenanthrolin-2-yl)phenyl]palladium In dichloromethane at 100℃; for 12h; Inert atmosphere;93%
6-[3-(1-adamantyl)-4-methoxy phenyl]-2-naphthoic acid potassium salt

6-[3-(1-adamantyl)-4-methoxy phenyl]-2-naphthoic acid potassium salt

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 40℃; for 1.5h;89.29%
With hydrogenchloride In 1,4-dioxane; methanol; water
With hydrogenchloride In water Product distribution / selectivity;
ethyl 6 (3-adamantyl-4-methoxyphenyl)-2-naphthoate
951645-46-8

ethyl 6 (3-adamantyl-4-methoxyphenyl)-2-naphthoate

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Stage #1: ethyl 6 (3-adamantyl-4-methoxyphenyl)-2-naphthoate With sodium hydroxide In tetrahydrofuran; ethanol at 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; ethanol for 1h; Reflux;
70%
carbon dioxide
124-38-9

carbon dioxide

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Stage #1: 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-bromonaphthalene With tert.-butyl lithium; sodium hydride In tetrahydrofuran; pentane at -60 - 20℃; for 0.666667h;
Stage #2: carbon dioxide In tetrahydrofuran; pentane at -60 - 20℃; for 1.5h;
Stage #3: With hydrogenchloride; water In tetrahydrofuran; pentane for 0.166667h; Product distribution / selectivity;
41%
Stage #1: 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-bromonaphthalene With n-butyllithium; sodium hydride In tetrahydrofuran; hexane at -40 - 20℃; for 0.666667h;
Stage #2: carbon dioxide In tetrahydrofuran; hexane at -40 - 20℃; for 1.5h;
Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane for 0.166667h; Product distribution / selectivity;
30%
4-bromo-phenol
106-41-2

4-bromo-phenol

p-bromo-anisole (?)

p-bromo-anisole (?)

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 86 percent / conc. H2SO4 / CH2Cl2 / 8 h / Ambient temperature
2: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 20 deg C, 2 h
3: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane
4: 81 percent / 2 N NaOH / methanol / 8 h / Heating
View Scheme
1-adamanthanol
768-95-6

1-adamanthanol

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 86 percent / conc. H2SO4 / CH2Cl2 / 8 h / Ambient temperature
2: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 20 deg C, 2 h
3: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane
4: 81 percent / 2 N NaOH / methanol / 8 h / Heating
View Scheme
Multi-step reaction with 5 steps
1: sulfuric acid; acetic acid / 48 h / 20 °C
2: potassium carbonate / acetone / 8 h / Reflux
3: magnesium / tetrahydrofuran / 1 h / 40 °C
4: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C
5: sodium hydroxide / methanol / 8 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: sulfuric acid; acetic acid / 4.17 h / 20 - 70 °C
2.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux
3.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux
3.2: 1.25 h / Heating / reflux
3.3: 2.17 h
4.1: sodium hydroxide; water / tetrahydrofuran; 1,4-dioxane / 6 h / 90 °C / Heating / reflux
5.1: hydrogenchloride / water / pH 3 - 4
View Scheme
Multi-step reaction with 5 steps
1.1: sulfuric acid; acetic acid / 4.17 h / 20 - 70 °C
2.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux
3.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux
3.2: 1.25 h / Heating / reflux
3.3: 2.17 h
4.1: potassium hydroxide; water / 1,4-dioxane / 2.25 - 4.25 h / Heating / reflux
5.1: hydrogenchloride / water
View Scheme
2-(1-adamantyl)-4-bromophenol
104224-68-2

2-(1-adamantyl)-4-bromophenol

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 20 deg C, 2 h
2: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane
3: 81 percent / 2 N NaOH / methanol / 8 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: potassium carbonate / acetone / 8 h / Reflux
2: magnesium / tetrahydrofuran / 1 h / 40 °C
3: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C
4: sodium hydroxide / methanol / 8 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: bis(pinacol)diborane; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 100 °C
1.2: 80 - 100 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C
2.2: 1.5 h / 20 °C
3.1: sodium hydroxide / methanol / 8 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux
2.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux
2.2: 1.25 h / Heating / reflux
2.3: 2.17 h
3.1: sodium hydroxide; water / tetrahydrofuran; 1,4-dioxane / 6 h / 90 °C / Heating / reflux
4.1: hydrogenchloride / water / pH 3 - 4
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux
2.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux
2.2: 1.25 h / Heating / reflux
2.3: 2.17 h
3.1: potassium hydroxide; water / 1,4-dioxane / 2.25 - 4.25 h / Heating / reflux
4.1: hydrogenchloride / water
View Scheme
2-(1-adamantyl)-4-bromoanisole
104224-63-7

2-(1-adamantyl)-4-bromoanisole

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane
2: 81 percent / 2 N NaOH / methanol / 8 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: magnesium / tetrahydrofuran / 1 h / 40 °C
2: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C
3: sodium hydroxide / methanol / 8 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: n-butyllithium
2: 21 h / Flow reactor
3: sodium hydroxide; water / propylene glycol
View Scheme
3-adamantyl-4-methoxyphenyl potassium trifluoroborate

3-adamantyl-4-methoxyphenyl potassium trifluoroborate

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Stage #1: 3-adamantyl-4-methoxyphenyl potassium trifluoroborate; methyl 6-bromo-2-naphthoate With potassium hydroxide; 5%-palladium/activated carbon In tetrahydrofuran; water for 10.25h; Suzuki Miyaura coupling; Heating / reflux;
Stage #2: With hydrogenchloride; water
3-(1-adamantyl)-4-methoxyphenylboronic acid
459423-32-6

3-(1-adamantyl)-4-methoxyphenylboronic acid

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: sodium hydroxide / methanol / 8 h / Reflux
View Scheme
3-(1-adamantyl)-4-methoxybenzene magnesium bromide
1036766-54-7

3-(1-adamantyl)-4-methoxybenzene magnesium bromide

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C
2: sodium hydroxide / methanol / 8 h / Reflux
View Scheme
6-(4-methoxyphenyl)-2-naphthoic acid

6-(4-methoxyphenyl)-2-naphthoic acid

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sulfuric acid / toluene / 12 h / 78 °C / Inert atmosphere
2.1: sulfuric acid / chloroform / 20 °C
3.1: sodium hydroxide / tetrahydrofuran; ethanol / 20 °C
3.2: 1 h / Reflux
View Scheme
ethyl 6-(4-methoxyphenyl)-2-naphthoate
1334137-82-4

ethyl 6-(4-methoxyphenyl)-2-naphthoate

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sulfuric acid / chloroform / 20 °C
2.1: sodium hydroxide / tetrahydrofuran; ethanol / 20 °C
2.2: 1 h / Reflux
View Scheme
4-bromo-phenol
106-41-2

4-bromo-phenol

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: sulfuric acid; acetic acid / 48 h / 20 °C
2: potassium carbonate / acetone / 8 h / Reflux
3: magnesium / tetrahydrofuran / 1 h / 40 °C
4: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C
5: sodium hydroxide / methanol / 8 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: sulfuric acid; acetic acid / 4.17 h / 20 - 70 °C
2.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux
3.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux
3.2: 1.25 h / Heating / reflux
3.3: 2.17 h
4.1: sodium hydroxide; water / tetrahydrofuran; 1,4-dioxane / 6 h / 90 °C / Heating / reflux
5.1: hydrogenchloride / water / pH 3 - 4
View Scheme
Multi-step reaction with 5 steps
1.1: sulfuric acid; acetic acid / 4.17 h / 20 - 70 °C
2.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux
3.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux
3.2: 1.25 h / Heating / reflux
3.3: 2.17 h
4.1: potassium hydroxide; water / 1,4-dioxane / 2.25 - 4.25 h / Heating / reflux
5.1: hydrogenchloride / water
View Scheme
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: palladium 10% on activated carbon; sodium carbonate / methanol; water / 78 °C / Inert atmosphere
2.1: sulfuric acid / toluene / 12 h / 78 °C / Inert atmosphere
3.1: sulfuric acid / chloroform / 20 °C
4.1: sodium hydroxide / tetrahydrofuran; ethanol / 20 °C
4.2: 1 h / Reflux
View Scheme
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium hydroxide / methanol / 8 h / 50 °C
2.1: palladium 10% on activated carbon; sodium carbonate / methanol; water / 78 °C / Inert atmosphere
3.1: sulfuric acid / toluene / 12 h / 78 °C / Inert atmosphere
4.1: sulfuric acid / chloroform / 20 °C
5.1: sodium hydroxide / tetrahydrofuran; ethanol / 20 °C
5.2: 1 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: bis(pinacol)diborane; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 100 °C
1.2: 80 - 100 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C
2.2: 1.5 h / 20 °C
3.1: sodium hydroxide / methanol / 8 h / Reflux
View Scheme
Poloxamer124

Poloxamer124

sodium docusate
577-11-7

sodium docusate

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
In glycerol
In glycerol
In glycerol
6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-43-2

6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid methyl ester

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C
1.2: 1.5 h / 20 °C
2.1: sodium hydroxide / methanol / 8 h / Reflux
View Scheme
2-methoxycarbonyl-6-naphthol p-toluenesulfonate

2-methoxycarbonyl-6-naphthol p-toluenesulfonate

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium phosphate tribasic trihydrate; bis(triphenylphosphine)nickel(II) chloride; 1-n-butyl-3-methylimidazolim bromide / toluene / 6 h / 110 °C / Inert atmosphere
2: sulfuric acid / chloroform / 20 °C
3: sodium hydroxide / tetrahydrofuran; water / 6 h / Reflux
View Scheme
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium phosphate tribasic trihydrate; bis(triphenylphosphine)nickel(II) chloride; 1-n-butyl-3-methylimidazolim bromide / toluene / 6 h / 110 °C / Inert atmosphere
2: sulfuric acid / chloroform / 20 °C
3: sodium hydroxide / tetrahydrofuran; water / 6 h / Reflux
View Scheme
ethanamine hydrochloride
557-66-4

ethanamine hydrochloride

adapalene
106685-40-9

adapalene

ethylamide of 6-[3-(1-adamantyl)-4-methoxyphenyl]2-naphthoic acid
106685-55-6

ethylamide of 6-[3-(1-adamantyl)-4-methoxyphenyl]2-naphthoic acid

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃;100%
adapalene
106685-40-9

adapalene

(6-(3-(adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)methanol
106685-54-5

(6-(3-(adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)methanol

Conditions
ConditionsYield
Stage #1: adapalene With borane-THF In tetrahydrofuran at 0 - 20℃; for 3h;
Stage #2: With water In tetrahydrofuran
98%
With borane-THF In tetrahydrofuran at 0 - 20℃; for 3h;98%
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 2h;79%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;
Ν,Ο-dimethylhydroxylamine hydrochloride

Ν,Ο-dimethylhydroxylamine hydrochloride

adapalene
106685-40-9

adapalene

6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)-N-methoxy-N-methyl-2-naphthamide

6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)-N-methoxy-N-methyl-2-naphthamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;98%
adapalene
106685-40-9

adapalene

6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)-2-naphthoyl fluoride

6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)-2-naphthoyl fluoride

Conditions
ConditionsYield
With dmap; trifluoromethyl trifluoromethanesulfonate In dichloromethane at 20℃; for 0.25h; Inert atmosphere; Schlenk technique;95%
5-methyloxazole-2-carboxylic acid ethyl ester
33123-68-1

5-methyloxazole-2-carboxylic acid ethyl ester

adapalene
106685-40-9

adapalene

ethyl 2-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-5-methyloxazole-4-carboxylate

ethyl 2-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-5-methyloxazole-4-carboxylate

Conditions
ConditionsYield
With dmap; copper (II)-fluoride; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Schlenk technique; Inert atmosphere; chemoselective reaction;92%
2-((trifluoromethyl)thio)isoindoline-1,3-dione
719-98-2

2-((trifluoromethyl)thio)isoindoline-1,3-dione

adapalene
106685-40-9

adapalene

C29H27F3O2S

C29H27F3O2S

Conditions
ConditionsYield
With iron(III) chloride; triphenylphosphine In tetrahydrofuran at 20℃; for 0.5h; chemoselective reaction;91%
N-hydroxyphthalimide
524-38-9

N-hydroxyphthalimide

adapalene
106685-40-9

adapalene

1,3-dioxoisoindolin-2-yl 6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)-2-naphthoate

1,3-dioxoisoindolin-2-yl 6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)-2-naphthoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran at 20℃; for 2h; Schlenk technique; Inert atmosphere;90%
With dicyclohexyl-carbodiimide In ethyl acetate at 20℃; for 3h; Inert atmosphere;21%
benzoxazole
273-53-0

benzoxazole

adapalene
106685-40-9

adapalene

C34H31NO2

C34H31NO2

Conditions
ConditionsYield
With dmap; copper (II)-fluoride; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Schlenk technique; Inert atmosphere; chemoselective reaction;87%
1-Methylbenzimidazole
1632-83-3

1-Methylbenzimidazole

adapalene
106685-40-9

adapalene

2-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-1-methyl-1H-benzo[d]imidazole

2-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-1-methyl-1H-benzo[d]imidazole

Conditions
ConditionsYield
With dmap; copper (II)-fluoride; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Schlenk technique; Inert atmosphere; chemoselective reaction;85%
phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

adapalene
106685-40-9

adapalene

diethyl (6-(3-(adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)phosphonate

diethyl (6-(3-(adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)phosphonate

Conditions
ConditionsYield
With palladium diacetate; 2,2-dimethylpropanoic anhydride; triethylamine; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Inert atmosphere; Schlenk technique;83%
With di-tert-butyl dicarbonate; N,N-dimethyl-cyclohexanamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate In 1,4-dioxane at 130℃; for 18h; Schlenk technique; Inert atmosphere; Glovebox;72%
With di-tert-butyl dicarbonate; N,N-dimethyl-cyclohexanamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate In 1,4-dioxane for 18h; Inert atmosphere; Schlenk technique; Heating;72%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

adapalene
106685-40-9

adapalene

2-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-1-methyl-1H-imidazole

2-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-1-methyl-1H-imidazole

Conditions
ConditionsYield
With dmap; copper (II)-fluoride; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Schlenk technique; Inert atmosphere; chemoselective reaction;81%
N,N-Dimethylacrylamide
2680-03-7

N,N-Dimethylacrylamide

adapalene
106685-40-9

adapalene

(E)-3-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-N,N-dimethylacrylamide

(E)-3-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-N,N-dimethylacrylamide

Conditions
ConditionsYield
With palladium(II) trifluoroacetate; 2,2-dimethylpropanoic anhydride; bis[2-(diphenylphosphino)phenyl] ether; sodium chloride In tetrahydrofuran at 150℃; for 10h; Heck Reaction; Schlenk technique; Inert atmosphere;80%
adapalene
106685-40-9

adapalene

ethanethiol
75-08-1

ethanethiol

adapalene S-ethyl thioester

adapalene S-ethyl thioester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 3h; Inert atmosphere;79.3%
adapalene
106685-40-9

adapalene

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
In tetrahydrofuran; methanol at 0 - 20℃; for 1h;79%
2,2,2,-trichloroethoxycarbonyl azide

2,2,2,-trichloroethoxycarbonyl azide

adapalene
106685-40-9

adapalene

2,2,2-trichloroethyl (6-(3-(adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)carbamate

2,2,2-trichloroethyl (6-(3-(adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)carbamate

Conditions
ConditionsYield
With dmap; copper diacetate In dimethyl sulfoxide at 100℃; for 6h; Schlenk technique; Sealed tube; Inert atmosphere;77%
N-(2-methylbenzoyl)-8-aminoquinoline
1182669-71-1

N-(2-methylbenzoyl)-8-aminoquinoline

adapalene
106685-40-9

adapalene

2-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-6-methyl-N-(quinolin-8-yl)benzamide

2-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-6-methyl-N-(quinolin-8-yl)benzamide

Conditions
ConditionsYield
With potassium phosphate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; fluoro-N,N,N′,N′-bis(tetramethylene)formamidinium hexafluorophosphate In 1,4-dioxane at 140℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Molecular sieve;76%
adapalene
106685-40-9

adapalene

6-(3-((3R,5R,7R)-adamantan-1-yl)-4-methoxyphenyl)-2-naphthaldehyde-formyl-d1

6-(3-((3R,5R,7R)-adamantan-1-yl)-4-methoxyphenyl)-2-naphthaldehyde-formyl-d1

Conditions
ConditionsYield
With dipotassium hydrogenphosphate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; 2,4,6-Triisopropylthiophenol; water-d2; triphenylphosphine In dichloromethane at 20℃; for 36h; Inert atmosphere; Irradiation; Schlenk technique; Sealed tube;73%
With dipotassium hydrogenphosphate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; 2,4,6-Triisopropylthiophenol; water-d2; triphenylphosphine In dichloromethane at 20℃; for 36h; Irradiation; Inert atmosphere; Sealed tube;73%
Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

adapalene
106685-40-9

adapalene

(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)diphenylphosphine oxide

(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)diphenylphosphine oxide

Conditions
ConditionsYield
With di-tert-butyl dicarbonate; N,N-dimethyl-cyclohexanamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate In 1,4-dioxane at 115℃; for 18h; Schlenk technique; Inert atmosphere; Glovebox;68%
With di-tert-butyl dicarbonate; N,N-dimethyl-cyclohexanamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate In 1,4-dioxane at 115℃; for 18h; Inert atmosphere; Schlenk technique;68%
2-phenyl-1,3,4-oxadiazole
825-56-9

2-phenyl-1,3,4-oxadiazole

adapalene
106685-40-9

adapalene

2-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-5-phenyl-1,3,4-oxadiazole

2-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-5-phenyl-1,3,4-oxadiazole

Conditions
ConditionsYield
With dmap; copper (II)-fluoride; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Schlenk technique; Inert atmosphere; chemoselective reaction;68%
3,3,3-trifluoro-2-phenylpropene
384-64-5

3,3,3-trifluoro-2-phenylpropene

adapalene
106685-40-9

adapalene

1-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-4,4-difluoro-3-phenylbut-3-en-1-one

1-(6-(3-((3r,5r,7r)-adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)-4,4-difluoro-3-phenylbut-3-en-1-one

Conditions
ConditionsYield
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; sodium hydrogencarbonate; triphenylphosphine In N,N-dimethyl-formamide at 20℃; for 48h; Molecular sieve; Inert atmosphere; Sealed tube; Irradiation;67%
adapalene
106685-40-9

adapalene

carbonic acid 1,1-dimethyl-3-phenyl-prop-2-ynyl ester methyl ester
371256-80-3

carbonic acid 1,1-dimethyl-3-phenyl-prop-2-ynyl ester methyl ester

C39H40O3

C39H40O3

Conditions
ConditionsYield
With potassium phosphate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In N,N-dimethyl acetamide at 110℃; regiospecific reaction;51%
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