Реакция #2075717

Уравнение реакции

Sodium borohydride

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

→

title compound

Выход 99.3%

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

Выход 99.3%

Растворители

methanol

Условия реакции

Обработка

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

Методика

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).

Источник