Water → N-(2-bromoacetyl)-4-(m-chlorophenoxy)piperidine

Participants

Reaction Steps

To a suspension of sodium bicarbonate (34 g, 0.040 mol), 400 ml of methylene chloride and bromoacetyl bromide (15.7 ml, 36.5 g, 0.176 mol) cooled by an ice/salt bath was added dropwise a solution of 4-m-chlorophenoxypiperidine (34.9 g, 0.165 mol) in 400 ml of methylene chloride. The reaction mixture was stirred 1 hour at 0° and 3 hours at room temperature. The reaction mixture was poured into water, extracted with methylene chloride, and the extract was washed with water, 3N HCl, saturated sodium bicarbonate and saturated sodium chloride. Evaporation of the solvent provided N-(2-bromoacetyl)-4-(m-chlorophenoxy)piperidine.

Provenance & Evidence