반응 #2075717

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Sodium borohydride

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

→

title compound

수율 99.3%

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

수율 99.3%

용매

methanol

반응 조건

후처리

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

실험 절차

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).

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