Réaction #2075717

Équation de réaction

Sodium borohydride

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

→

title compound

Rendement 99.3%

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

Rendement 99.3%

Solvants

methanol

Conditions de réaction

Traitement

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

Mode opératoire

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).

Source