m-Chloroperbenzoic acid → para-dimethylaminobenzonitrile N-oxide

Participants

Reaction Steps

A solution of 13.8 g of meta-chloroperoxybenzoic acid in 200 ml of methylene chloride was added dropwise to a solution of 11.7 g of para-dimethylaminobenzonitrile in 80 ml of methylene chloride at a temperature of from 0° C. to -5° C. over the course of two hours. When no more peroxide was detectable (negative Kl test), the solvent was evaporated on a rotary evaporator. This gave 25.7 g of the meta-chlorobenzoic acid salt of para-dimethylaminobenzonitrile N-oxide. Pure para-dimethylaminobenzonitrile N-oxide was isolated by chromatography on aluminum oxide. 9

Provenance & Evidence