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CAS No.: | 189035-22-1 |
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Name: | 6-BROMO-2,3-DIHYDRO-BENZOFURAN |
Article Data: | 12 |
Molecular Structure: | |
Formula: | C8H7 Br O |
Molecular Weight: | 199.047 |
Synonyms: | 6-Bromo-2,3-dihydro-1-benzofuran;6-Bromo-2,3-dihydrobenzofuran |
Density: | 1.582g/cm3 |
Boiling Point: | 239.8°C at 760 mmHg |
Flash Point: | 94.9°C |
PSA: | 9.23000 |
LogP: | 2.38400 |
1,4-dibromo-2-(2-bromoethoxy)benzene
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
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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 |
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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 |
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With potassium hydroxide; bromine; potassium bromide at 20℃; |
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
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In n-heptane; dichloromethane; ethyl acetate |
2,5-dibromophenol
6-bromo-2,3-dihydro-1-benzofuran
Conditions | Yield |
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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 |
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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 |
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With N-Bromosuccinimide In acetonitrile at 20℃; for 3h; | 93% |
With N-Bromosuccinimide In acetonitrile at 20℃; |
Conditions | Yield |
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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 |
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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 |
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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% |