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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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inquiryProduct Name: 6-BROMO-2,3-DIHYDRO-BENZOFURAN Synonyms: 6-broMo-2,3-dihydro-1-benzofuran;6-BROMO-2,3-DIHYDRO-BENZOFURAN;6-Bromo-2,3-dihydrobenzo[b]furan;Benzofuran, 6-bromo-2,3-dihydro- CAS: 189035-22-1 MF: C8H7BrO MW: 199.04 EINECS:
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inquiryWe Huarong Pharm can provide Customized Synthesis & Process R&D & APIs and intermediates Production & Quality Research & Registration Application, especially our GMP validation service which complies with SFDA, FDA, WHO and EU EMPA. O
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inquiryThe process is mature and can be mass produced to 100 kg, with good quality and purity up to 99%.The product has a large stock and can be supplied stably. Package:bottle Application:Drug R&D Transportation:Sealed drying(25℃) Port:ShangHai
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inquiryHunan chemfish Pharmaceutical co.,Ltd.located in Lugu High-tech industral park ,Hunan province . with its own R&D center and more than 10000㎡manufacture plant . Chemfish owns 40 reactors from 1000L to 8000L. With complete auxiliary equipment as
6-BROMO-2,3-DIHYDROBENZOFURANAppearance:detailed in specifications Storage:Keep away of light, cool place Package:25kg/drum;200kg/drum Application:An important raw material and intermediate used in Organic Synthesis, Pharmaceuticals Transportation:Se
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inquiryNanjing Chemlin Chemical Industry Co., Ltd was established in Aug,1999, located in the industrial park of Nanjing University of Technology, It is a private enterprises in Jiangsu Province with 1200 square meters’ R&D center. Our R&D center has a well
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inquiry1,4-dibromo-2-(2-bromoethoxy)benzene
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 4h; | 94% |
With n-butyllithium In tetrahydrofuran; benzene at -78℃; for 1h; Inert atmosphere; | 85% |
With n-butyllithium In tetrahydrofuran; benzene at -78℃; for 1h; Inert atmosphere; | 85% |
1,4-dibromo-2-hydroxyethoxybenzene
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
Stage #1: 1,4-dibromo-2-hydroxyethoxybenzene With phosphorus tribromide In toluene at 90℃; for 2.5h; Heating / reflux; Stage #2: With sodium hydroxide In water; toluene at 20℃; Stage #3: With n-butyllithium In tetrahydrofuran; hexane at -75℃; for 0.5h; | 40% |
Multi-step reaction with 2 steps 1: phosphorus tribromide / toluene / 10 h / 90 °C 2: n-butyllithium / tetrahydrofuran; benzene / 1 h / -78 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: phosphorus tribromide / toluene / 2.5 h / 20 - 90 °C 2: n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -78 - 0 °C / Inert atmosphere View Scheme |
2,3-Dihydrobenzofuran
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
With potassium hydroxide; bromine; potassium bromide at 20℃; |
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
In n-heptane; dichloromethane; ethyl acetate |
2,5-dibromophenol
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / 40 h / 80 °C 2: n-butyllithium / hexane; tetrahydrofuran / 4 h / -78 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate / acetonitrile / 4 h / 80 °C 2: n-butyllithium / tetrahydrofuran / 3 h / -100 °C View Scheme |
2,5-dibromofluorobenzene
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1-methyl-pyrrolidin-2-one; potassium tert-butylate / 100 °C / Inert atmosphere 2: phosphorus tribromide / toluene / 10 h / 90 °C 3: n-butyllithium / tetrahydrofuran; benzene / 1 h / -78 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 100 °C / Inert atmosphere 2: phosphorus tribromide / toluene / 10 h / 90 °C 3: n-butyllithium / tetrahydrofuran; benzene / 1 h / -78 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: potassium tert-butylate; 1-methyl-pyrrolidin-2-one / 15 h / 20 - 100 °C 2: phosphorus tribromide / toluene / 2.5 h / 20 - 90 °C 3: n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -78 - 0 °C / Inert atmosphere View Scheme |
6-bromo-2,3-dihydro-1-benzofuran
5,6-dibromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
With N-Bromosuccinimide In acetonitrile at 20℃; for 3h; | 93% |
With N-Bromosuccinimide In acetonitrile at 20℃; |
Conditions | Yield |
---|---|
Stage #1: potassium cyanide With acetic acid In ethylene glycol at 20℃; Sealed tube; Stage #2: 6-bromo-2,3-dihydro-1-benzofuran With P(t-Bu)3 Palladacycle Gen. 3; potassium acetate In 1,4-dioxane; water at 60℃; for 16h; Sealed tube; | 93% |
6-bromo-2,3-dihydro-1-benzofuran
7-(2-benzyloxy-4-methoxyphenyl)-6-tert-butoxycarbonyl-5-oxocyclopenta-1,3-dieno[2,1-b]pyridine
7-(2-benzyloxy-4-methoxyphenyl)-6-tert-butoxycarbonyl-5-(2,3-dihydrobenzo[b]furan-6-yl)-5-hydroxy-5H-cyclopenta[b]pyridine
Conditions | Yield |
---|---|
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With magnesium In tetrahydrofuran Stage #2: 7-(2-benzyloxy-4-methoxyphenyl)-6-tert-butoxycarbonyl-5-oxocyclopenta-1,3-dieno[2,1-b]pyridine In tetrahydrofuran at -78℃; for 1h; Grignard reaction; | 89% |
N,N-dimethyl-formamide
6-bromo-2,3-dihydro-1-benzofuran
2,3-dihydro-1-benzofuran-6-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With n-butyllithium In 2-methyltetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In 2-methyltetrahydrofuran; hexane at -78℃; for 2h; | 85% |
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With n-butyllithium In tetrahydrofuran; hexane at -75℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at 20℃; for 0.75h; | 79% |
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; | 52% |
2-ethylhexyl 3-sulfanylpropanoate
6-bromo-2,3-dihydro-1-benzofuran
2-ethylhexyl 3-(2,3-dihydro-1-benzofuran-6-ylthio)propanoate
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 10h; Inert atmosphere; | 83% |
With N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 10h; | 33% |
pinacol vinylboronate
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 105℃; for 16h; | 79.4% |
formaldehyd
6-bromo-2,3-dihydro-1-benzofuran
(2,3-dihydrobenzofuran-6-yl)methanol
Conditions | Yield |
---|---|
With tert.-butyl lithium In tetrahydrofuran; pentane at -74 - 20℃; Inert atmosphere; | 74% |
tributyl(1-ethoxyvinyl)stannane
6-bromo-2,3-dihydro-1-benzofuran
1-(2,3-dihydrobenzofuran-6-yl)ethan-1-one
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride In toluene at 90℃; for 16h; | 73.7% |
oxirene
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With iodine; magnesium In tetrahydrofuran at 20 - 70℃; for 1h; Inert atmosphere; Stage #2: oxirene In tetrahydrofuran at 20℃; for 2h; | 64.3% |
Dimethyldisulphide
6-bromo-2,3-dihydro-1-benzofuran
6-(methylthio)-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 0.5h; Stage #2: Dimethyldisulphide In tetrahydrofuran; hexanes for 1h; | 62% |
6-bromo-2,3-dihydro-1-benzofuran
2-(N-benzylisopropylamino)-6-chloro-5-{(E)-[2-(4S,5S)-4-methoxymethyl-5-(4-methylthiophenyl)-4,5-dihydro-1,3-oxazol-2-yl]vinyl}pyridine
(3S)-3-[6-(N-benzyl-N-isopropylamino)-2-chloro-3-pyridinyl]-3-(2,3-dihydro-1-benzofuran-6-yl)propanoic acid
Conditions | Yield |
---|---|
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: 2-(N-benzylisopropylamino)-6-chloro-5-{(E)-[2-(4S,5S)-4-methoxymethyl-5-(4-methylthiophenyl)-4,5-dihydro-1,3-oxazol-2-yl]vinyl}pyridine In tetrahydrofuran; hexane at -78℃; for 1h; Stage #3: With sulfuric acid In 1,4-dioxane; water at 100℃; for 1.5h; | 60% |
2-(6-trifluoromethyl-pyridin-3-yl)-ethylamine
6-bromo-2,3-dihydro-1-benzofuran
(2,3-dihydro-benzofuran-6-yl)-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amine
Conditions | Yield |
---|---|
With caesium carbonate; copper(l) iodide; 2-acetylcyclohexanone In N,N-dimethyl-formamide at 120℃; for 2h; Inert atmosphere; | 52% |
tert-butyl 2-oxopyrrolidine-1-carboxylate
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With magnesium; lithium chloride In tetrahydrofuran; ethylene dibromide at 65℃; for 2h; Stage #2: tert-butyl 2-oxopyrrolidine-1-carboxylate In tetrahydrofuran; ethylene dibromide at -78℃; for 2h; | 37% |
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; dimethylaminoacetic acid In dimethyl sulfoxide at 110℃; for 16h; | 27% |
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: Benzyl-(6-bromo-5-{(E)-2-[(4S,5S)-4-methoxymethyl-5-(4-methylsulfanyl-phenyl)-4,5-dihydro-oxazol-2-yl]-vinyl}-pyridin-2-yl)-isopropyl-amine In tetrahydrofuran; hexane at -78℃; Stage #3: With sulfuric acid In 1,4-dioxane; water at 100℃; |
6-bromo-2,3-dihydro-1-benzofuran
(S)-3-[(E)-3-(2-Chloro-pyridin-3-yl)-acryloyl]-4-isopropyl-oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With magnesium In tetrahydrofuran at 70℃; for 2h; Stage #2: With copper(I) bromide dimethylsulfide complex In tetrahydrofuran at 5℃; for 0.333333h; Stage #3: (S)-3-[(E)-3-(2-Chloro-pyridin-3-yl)-acryloyl]-4-isopropyl-oxazolidin-2-one In tetrahydrofuran at -78℃; for 1h; Michael addition; |
6-bromo-2,3-dihydro-1-benzofuran
(S)-3-[(E)-3-(2-Chloro-pyridin-3-yl)-acryloyl]-4-phenyl-oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With magnesium In tetrahydrofuran at 70℃; for 2h; Stage #2: With copper(I) bromide dimethylsulfide complex In tetrahydrofuran at 5℃; for 0.333333h; Stage #3: (S)-3-[(E)-3-(2-Chloro-pyridin-3-yl)-acryloyl]-4-phenyl-oxazolidin-2-one In tetrahydrofuran at -78℃; for 1h; Michael addition; |
6-bromo-2,3-dihydro-1-benzofuran
(4S,5R)-3-[(E)-3-(2-Chloro-pyridin-3-yl)-acryloyl]-4-methyl-5-phenyl-oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With magnesium In tetrahydrofuran at 70℃; for 2h; Stage #2: With copper(I) bromide dimethylsulfide complex In tetrahydrofuran at 5℃; for 0.333333h; Stage #3: (4S,5R)-3-[(E)-3-(2-Chloro-pyridin-3-yl)-acryloyl]-4-methyl-5-phenyl-oxazolidin-2-one In tetrahydrofuran at -78℃; for 1h; Michael addition; |
6-bromo-2,3-dihydro-1-benzofuran
(R)-3-[(E)-3-(2-Chloro-pyridin-3-yl)-acryloyl]-5,5-dimethyl-4-phenyl-oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With magnesium In tetrahydrofuran at 70℃; for 2h; Stage #2: With copper(I) bromide dimethylsulfide complex In tetrahydrofuran at 5℃; for 0.333333h; Stage #3: (R)-3-[(E)-3-(2-Chloro-pyridin-3-yl)-acryloyl]-5,5-dimethyl-4-phenyl-oxazolidin-2-one In tetrahydrofuran at -78℃; for 1h; Michael addition; |
6-bromo-2,3-dihydro-1-benzofuran
2-chloro-3-{(E)-[2-(4S,5S)-4-methoxymethyl-5-(4-methylthiophenyl)-4,5-dihydro-1,3-oxazol-2-yl]vinyl}pyridine
Conditions | Yield |
---|---|
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 2-chloro-3-{(E)-[2-(4S,5S)-4-methoxymethyl-5-(4-methylthiophenyl)-4,5-dihydro-1,3-oxazol-2-yl]vinyl}pyridine In tetrahydrofuran; hexane at -78℃; | 76 % Chromat. |
6-bromo-2,3-dihydro-1-benzofuran
(4R,5S)-3-[(E)-3-(2-Chloro-pyridin-3-yl)-acryloyl]-4,5-diphenyl-oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: 6-bromo-2,3-dihydro-1-benzofuran With magnesium In tetrahydrofuran at 70℃; for 2h; Stage #2: With copper(I) bromide dimethylsulfide complex In tetrahydrofuran at 5℃; for 0.333333h; Stage #3: (4R,5S)-3-[(E)-3-(2-Chloro-pyridin-3-yl)-acryloyl]-4,5-diphenyl-oxazolidin-2-one In tetrahydrofuran at -78℃; for 1h; Michael addition; |
ethyl acrylate
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In acetonitrile at 90℃; |
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: Mg / tetrahydrofuran 1.2: 89 percent / tetrahydrofuran / 1 h / -78 °C 2.1: 4-(dimethylamino)pyridine / CHCl3 / 1 h / 20 °C 3.1: 189 g / H2; NaHCO3 / Pd(OH)2/C / tetrahydrofuran; ethanol / 45 h / 20 °C / 760 Torr 4.1: potassium tert-butoxide / tetrahydrofuran; 2-methyl-propan-2-ol / 0.33 h / 0 °C View Scheme |
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: Mg / tetrahydrofuran 1.2: 89 percent / tetrahydrofuran / 1 h / -78 °C 2.1: 4-(dimethylamino)pyridine / CHCl3 / 1 h / 20 °C 3.1: 189 g / H2; NaHCO3 / Pd(OH)2/C / tetrahydrofuran; ethanol / 45 h / 20 °C / 760 Torr View Scheme |
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: Mg / tetrahydrofuran 1.2: 89 percent / tetrahydrofuran / 1 h / -78 °C 2.1: 4-(dimethylamino)pyridine / CHCl3 / 1 h / 20 °C 3.1: 189 g / H2; NaHCO3 / Pd(OH)2/C / tetrahydrofuran; ethanol / 45 h / 20 °C / 760 Torr 4.1: potassium tert-butoxide / tetrahydrofuran; 2-methyl-propan-2-ol / 0.33 h / 0 °C 5.1: 172 g / 4-(dimethylamino)pyridine / CHCl3 / 0.5 h / 0 °C 6.1: dichloro[bis(triphenylphosphine)]palladium; LiCl / dimethylformamide / 4 h / 125 °C 6.2: 112 g / KF / dimethylformamide; H2O; ethyl acetate / 0.5 h / 20 °C View Scheme |
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: Mg / tetrahydrofuran 1.2: 89 percent / tetrahydrofuran / 1 h / -78 °C 2.1: 4-(dimethylamino)pyridine / CHCl3 / 1 h / 20 °C 3.1: 189 g / H2; NaHCO3 / Pd(OH)2/C / tetrahydrofuran; ethanol / 45 h / 20 °C / 760 Torr 4.1: potassium tert-butoxide / tetrahydrofuran; 2-methyl-propan-2-ol / 0.33 h / 0 °C 5.1: 172 g / 4-(dimethylamino)pyridine / CHCl3 / 0.5 h / 0 °C 6.1: dichloro[bis(triphenylphosphine)]palladium; LiCl / dimethylformamide / 4 h / 125 °C 6.2: 112 g / KF / dimethylformamide; H2O; ethyl acetate / 0.5 h / 20 °C 7.1: OsO4; 4-methylmorpholine N-oxide / tetrahydrofuran; H2O / 12 h / 20 °C 8.1: NaIO4; 4-methylmorpholine N-oxide / tetrahydrofuran; H2O / 0.33 h / 0 °C 8.2: 84.2 g / NaBH4 / tetrahydrofuran; H2O / 0.33 h / 20 °C View Scheme |
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