4-Bromoaniline → 4'-Bromoacetanilide

Participants

Reaction Conditions

Reaction Steps

In an atmosphere of argon, 50 g (290.7 mmols) of 4-bromoaniline was dissolved in 580 ml of methanol, and the solution obtained was cooled to 0° C., and thereafter 32.6g (1.1-fold equivalent weight) of acetic anhydride was dropwise added thereto. Thereafter, the solution obtained was restored to room temperature, followed by stirring for 1 hour, and the crystals deposited were filtered off. To the residue obtained by vacuum concentration of the filtrate, 250 ml of water was added, and the crystals deposited were collected by filtration, which was then washed with water, followed by natural drying to obtain 65.5 g of N-acetyl-4-bromoaniline (yield: 100%; a white solid).

Provenance & Evidence