Reaktion #2075717

Reaktionsgleichung

Sodium borohydride

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

→

title compound

Ausbeute 99.3%

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

Ausbeute 99.3%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle