Bromine → 2-(2-Amino-5-bromo-phenyl)-ethanol

Participants

Reaction Steps

To a solution of 2-aminophenethyl alcohol (10.0 g, 72.9 mmol) in acetic acid (60 mL) at 10° C. was added Br2 (3.8 mL, 72.9 mmol) in acetic acid (5 mL). Additional acetic acid (30 mL) was added and the reaction was stirred for 1 hour. The mixture was filtered and the filter cake washed with diethyl ether. The solid was then partitioned between ethyl acetate and aqueous 3N NaOH. The organic layer was washed with brine, dried (Na2SO4), filtered and concentrated under reduced pressure to provide the titled compound (15.8 g).

Provenance & Evidence