反应 #2075717
ord-420e9770288c42f790f133b1501725d9
反应方程式
Sodium borohydride
1-(5-bromo-2-chlorophenyl)ethanone
→
title compound
收率 99.3%
1-(5-Bromo-2-chlorophenyl)-ethanol
收率 99.3%
溶剂
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1其他The resulting bubbling white mixture
- 2其他The reaction mixture was quenched with acetone (50 mL)
- 3浓缩concentrated by rotary evaporation
- 4其他The residue was partitioned between ethyl acetate and water
- 5其他The organic phase was dried
- 6浓缩concentrated
实验过程
Sodium borohydride (1.182 g, 51.4 mmol) was added to a stirred solution of 1-(5-bromo-2-chlorophenyl)ethanone (10 g, 42.8 mmol) in methanol at 0° C., The resulting bubbling white mixture was allowed to warm to room temperature and stirred for 2 h. The reaction mixture was quenched with acetone (50 mL) and concentrated by rotary evaporation. The residue was partitioned between ethyl acetate and water. The organic phase was dried and concentrated to yield the title compound (10 g, 42.5 mmol, 99% yield) as a white solid: 1H NMR (CDCl3): δ 7.75 (d, 1H), 7.32 (m, 1H), 7.19 (m, 1H), 5.23 (q, 1H), 1.95 (d, 1H), 1.48 (d, 3H).