Diethyl Ether → 1-(4-Amino-3-bromo-phenyl)-ethanone

Participants

Reaction Steps

To a stirred solution of 48.96 g 4'-aminoacetophenone in 490 ml of toluene was added 64.5 g of solid N-bromosuccinimide in portions over 30 minutes, such that the temperature did not exceed 40° C. Fifteen minutes later, the warm solution was washed with water, dried with sodium sulfate and evaporated in vacuo, giving a dark brown oil, which became crystalline when treated with 20 ml of ether and 80 ml of hexane. The brown crystals were collected, giving 70.5 g of the desired compound, mp 59°-62° C.

Provenance & Evidence