反应 #1435751
ord-3cd0f38a4cc4498095a75fb8e2f3d5a2
反应方程式
2-bromo-1-(3-methoxy-phenyl)-ethanone
boron tribromide
→
2-Bromo-1-(3-hydroxy-phenyl)-ethanone
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1其他The reaction was quenched with ice water
- 2其他the organic layer was separated
- 3萃取The aqueous layer was extracted with EtOAc
- 4干燥dried with sodium sulfate
- 5其他Removal of solvent
- 6其他gave a greenish solid which
- 7其他was purified by chromatography (EtOAc/Hexane, 25%)
- 8其他gave an off-white solid
实验过程
To a stirred solution of 2-bromo-1-(3-methoxy-phenyl)-ethanone (Aldrich, 3.44 g, 15 mmol) in methylene chloride (20 mL) at −10° C., boron tribromide (Aldrich, 16.5 mmol, 1M solution in CH2Cl2, 16.5 mL) was added slowly and the mixture was stirred for 1.5 hours. The reaction was quenched with ice water and the organic layer was separated. The aqueous layer was extracted with EtOAc and the extracts were combined and dried with sodium sulfate. Removal of solvent gave a greenish solid which was purified by chromatography (EtOAc/Hexane, 25%) gave an off-white solid. 770 mg, 24%. The compound was used directly for the next step.