Reacción #2075717

Ecuación de reacción

Sodium borohydride

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

→

title compound

Rendimiento 99.3%

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

Rendimiento 99.3%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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).

Fuente