反応 #2075717

反応方程式

Sodium borohydride

1-(5-bromo-2-chlorophenyl)ethanone

→

title compound

収率 99.3%

1-(5-Bromo-2-chlorophenyl)-ethanol

収率 99.3%

溶媒

methanol

反応条件

後処理

1. 1
   その他The resulting bubbling white mixture
2. 2
   その他The reaction mixture was quenched with acetone (50 mL)
3. 3
   濃縮concentrated by rotary evaporation
4. 4
   その他The residue was partitioned between ethyl acetate and water
5. 5
   その他The organic phase was dried
6. 6
   濃縮concentrated

実験手順

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).

出典