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inquiryMethyl 4-[(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl]benzoate CAS:153559-45-6 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of
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inquiryMF: C24H30O3 MW: 366.498 Mol File: 852524-20-0.mol density 1.090 Our company,HUNAN KINSON PHARMACEUTICAL TECHNOLOGY CO Limited is a leading t… Package:25kg/drum or as your demand Application:Bexarotene Transportation:FOB Guangzhou or as your dem
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inquiryMethyl 4-[(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl]benzoate cas 153559-45-6Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air,
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inquiryProduct name:Methyl 4-[(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl]benzoate Synonyms:Methyl 4-[(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl]benzoate;BexaroteAppearance:POWDER Storage:Store at RT Package:Alu
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inquiryMonomethyl terephthalate
1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
With aluminum (III) chloride; thionyl chloride In dichloromethane at 20℃; for 4h; Temperature; Solvent; Reflux; | 95.3% |
1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene
4-Methoxycarbonylbenzoyl chloride
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
With aluminum (III) chloride Friedel Crafts Acylation; | 82% |
With iron(III) chloride In 1,2-dichloro-ethane at 75℃; for 16h; Friedel-Crafts acylation; | 81% |
With aluminium trichloride In dichloromethane for 0.25h; Heating; | 72% |
2,5-dimethyl-2,5-hexanediol
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: HCl conc. / 3 h / 20 °C 2: 99 percent / AlCl3 / CH2Cl2 / 20 °C 3: 81 percent / FeCl3 / 1,2-dichloro-ethane / 16 h / 75 °C View Scheme | |
Multi-step reaction with 3 steps 1: 56 percent / HCl gas / ethanol 2: 91 percent / AlCl3 / CH2Cl2 / 1.) RT, 30 min, 2.) reflux, 15 min 3: 72 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: hydrogenchloride / water 2: aluminum (III) chloride 3: aluminum (III) chloride View Scheme |
2,5-dichloro-2,5-dimethyl hexane
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 99 percent / AlCl3 / CH2Cl2 / 20 °C 2: 81 percent / FeCl3 / 1,2-dichloro-ethane / 16 h / 75 °C View Scheme | |
Multi-step reaction with 2 steps 1: aluminum (III) chloride 2: aluminum (III) chloride View Scheme | |
Multi-step reaction with 2 steps 1: aluminum (III) chloride / 1 h / 0 - 20 °C 2: iron(III) chloride / 1,2-dichloro-ethane / 75 °C / Inert atmosphere View Scheme |
1,1,4,4,7-pentamethyl-2-oxo-1,2,3,4-tetrahydronaphthalene
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 87 percent / LiAlH4 / diethyl ether / 1 h / Heating 2: 79 percent / POCl3, pyridine / 100 °C 3: 80 percent / H2 / 10percent Pd/C / ethyl acetate / 1 h 4: 67 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating View Scheme |
2,2,5,5-tetramethyltetrahydro-3-oxofuran
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 45 percent / AlCl3 / 2 h / 0 - 20 °C 2: 87 percent / LiAlH4 / diethyl ether / 1 h / Heating 3: 79 percent / POCl3, pyridine / 100 °C 4: 80 percent / H2 / 10percent Pd/C / ethyl acetate / 1 h 5: 67 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating View Scheme |
toluene
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 45 percent / AlCl3 / 2 h / 0 - 20 °C 2: 87 percent / LiAlH4 / diethyl ether / 1 h / Heating 3: 79 percent / POCl3, pyridine / 100 °C 4: 80 percent / H2 / 10percent Pd/C / ethyl acetate / 1 h 5: 67 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating View Scheme |
1,1,4,4,6-pentamethyl-1,4-dihydronaphthalene
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / H2 / 10percent Pd/C / ethyl acetate / 1 h 2: 67 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating View Scheme |
1,1,4,4,7-pentamethyl-2-hydroxy-1,2,3,4-tetrahydronaphthalene
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 79 percent / POCl3, pyridine / 100 °C 2: 80 percent / H2 / 10percent Pd/C / ethyl acetate / 1 h 3: 67 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating View Scheme |
2,5-dichloro-2,5-dimethyl hexane
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 91 percent / AlCl3 / CH2Cl2 / 1.) RT, 30 min, 2.) reflux, 15 min 2: 72 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating View Scheme |
Monomethyl terephthalate
1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene
A
C38H46O2
B
4-[(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)carbonyl]benzoic acid
C
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Stage #1: Monomethyl terephthalate; 1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene With aluminum (III) chloride In dichloromethane at -10 - 44℃; Inert atmosphere; Reflux; Stage #2: With hydrogenchloride; water In dichloromethane; water at 15 - 20℃; |
toluene
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aluminum (III) chloride / 1 h / 0 - 20 °C 2: iron(III) chloride / 1,2-dichloro-ethane / 75 °C / Inert atmosphere View Scheme |
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
4-[(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)carbonyl]benzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide In methanol for 2h; Heating; | 100% |
With potassium hydroxide In methanol; water at 60℃; for 1h; | 89% |
Stage #1: methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate With water; potassium hydroxide In methanol for 1h; Reflux; Stage #2: With hydrogenchloride In methanol; water at 20℃; | 88% |
Methyltriphenylphosphonium bromide
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
methyl 4-<1-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)ethenyl>benzoate
Conditions | Yield |
---|---|
Stage #1: Methyltriphenylphosphonium bromide With potassium hexamethylsilazane In tetrahydrofuran at -30 - 0℃; for 0.5h; Inert atmosphere; Stage #2: methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate In tetrahydrofuran at -30 - 0℃; for 1h; | 69% |
Stage #1: Methyltriphenylphosphonium bromide With sodium amide In tetrahydrofuran Inert atmosphere; Stage #2: methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate In tetrahydrofuran for 1h; Wittig reaction; Inert atmosphere; | 66% |
With sodium amide In tetrahydrofuran Wittig Reaction; | 66% |
cyclopropyltriphenylphosphonium bromide
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
With Tris(3,6-dioxaheptyl)amine; potassium hexamethylsilazane In toluene Substitution; Heating; | 69% |
dimethyl zinc(II)
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
With titanium tetrachloride 1.) CH2Cl2, -30 deg C, 30 min, 2.) CH2Cl2, 30 min; Yield given. Multistep reaction; |
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 100 percent / aq. NaOH / methanol / 2 h / Heating 2: 1.98 g / aq. NH2OH / acetic acid / 1 h / Heating View Scheme |
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 100 percent / aq. NaOH / methanol / 2 h / Heating 2: aq. NH2OH / acetic acid / 1 h / Heating View Scheme |
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 69 percent / KN(SiMe3)2; (MeOCH2CH2OCH2CH2)3N / toluene / Heating 2: 83 percent / aq. KOH; aq. citric acid / ethanol View Scheme |
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
bexarotene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) 0.5 M potassium bis(trimethylsilyl)amide / 1.) C6H6, tluene, RT, 5 min, 2.) C6H6, toluene, RT, 3 h 2: 91 percent / KOH / methanol; H2O / 1 h / 70 °C View Scheme | |
Multi-step reaction with 2 steps 1: 1.) NaNH2 / 1.) THF, 1 h, 2.) THF, 30 min 2: 85 percent / aq. 5N KOH / methanol / 0.17 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: 1.) NaNH2 / 1.) THF, 15 h, 2.) THF, below 50 deg C, 30 min 2: 93 percent / 5 N aq. KOH / methanol / Heating View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium hexamethylsilazane / toluene / 0.75 h / 25 - 50 °C / Inert atmosphere 1.2: 2 h / 0 - 5 °C / Inert atmosphere 2.1: potassium hydroxide; water / methanol / 8 h / 25 °C / Reflux 2.2: 10 - 25 °C / pH 1 - 2 View Scheme | |
Multi-step reaction with 2 steps 1: sodium amide / tetrahydrofuran 2: potassium hydroxide; methanol View Scheme |
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) TiCl4 / 1.) CH2Cl2, -30 deg C, 30 min, 2.) CH2Cl2, 30 min 2: 73 percent / 5N aq. KOH / methanol / Heating View Scheme |
Methyltriphenylphosphonium bromide
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
A
C25H30O
B
C26H32
C
C39H48O
D
C40H50
E
methyl 4-<1-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)ethenyl>benzoate
Conditions | Yield |
---|---|
Stage #1: Methyltriphenylphosphonium bromide With potassium hexamethylsilazane In toluene at 25 - 50℃; for 0.75h; Inert atmosphere; Stage #2: methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate In toluene at 0 - 5℃; for 2h; Inert atmosphere; |
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 80 °C 2.1: dimethyl sulfoxide / 2 h / 100 °C 3.1: diethylamino-sulfur trifluoride / dichloromethane / 24 h / 20 °C 4.1: potassium hexamethylsilazane / tetrahydrofuran / 0.67 h / -30 - 0 °C 4.2: 3 h / -30 - 0 °C 5.1: lithium hydroxide; water / tetrahydrofuran / 8 h / 50 °C View Scheme |
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane at 80℃; |
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 80 °C 2: dimethyl sulfoxide / 2 h / 100 °C View Scheme |
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 80 °C 2: dimethyl sulfoxide / 2 h / 100 °C 3: diethylamino-sulfur trifluoride / dichloromethane / 24 h / 20 °C View Scheme |
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 80 °C 2.1: dimethyl sulfoxide / 2 h / 100 °C 3.1: diethylamino-sulfur trifluoride / dichloromethane / 24 h / 20 °C 4.1: potassium hexamethylsilazane / tetrahydrofuran / 0.67 h / -30 - 0 °C 4.2: 3 h / -30 - 0 °C View Scheme |
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -30 - 0 °C / Inert atmosphere 1.2: 1 h / -30 - 0 °C 2.1: diethylzinc; trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 2.2: 2 h / 0 - 20 °C View Scheme |
methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -30 - 0 °C / Inert atmosphere 1.2: 1 h / -30 - 0 °C 2.1: diethylzinc; trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 2.2: 2 h / 0 - 20 °C 3.1: lithium hydroxide; water / tetrahydrofuran / 24 h / 20 °C View Scheme |
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