反应 #2075717

ord-420e9770288c42f790f133b1501725d9

反应方程式

[BH4-].[Na+]
Sodium borohydride
CC(=O)c1cc(Br)ccc1Cl
1-(5-bromo-2-chlorophenyl)ethanone
CC(O)c1cc(Br)ccc1Cl
title compound
收率 99.3%
CC(O)c1cc(Br)ccc1Cl
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. 1
    其他The resulting bubbling white mixture
  2. 2
    其他The reaction mixture was quenched with acetone (50 mL)
  3. 3
    浓缩concentrated by rotary evaporation
  4. 4
    其他The residue was partitioned between ethyl acetate and water
  5. 5
    其他The organic phase was dried
  6. 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).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07642220B2uspto-grants-2010_01