m-Chloroperbenzoic acid → 3-Chlorobenzoic Acid

Participants

Reaction Steps

Compounds of Formula Ib wherein R4 =R9SO can be prepared from the appropriate compounds of Formula Ia wherein R4 =R9S by oxidation with m-chloroperbenzoic acid as shown in Equation 10. The reaction can be carried out by stirring equivalent amounts of Ia with m-chloroperbenzoic acid (MCPBA) in an inert solvent such as chloroform at 0° to reflux for 12-24 hours. The insoluble m-chlorobenzoic acid produced is removed by filtration and the chloroform solution is concentrated to yield the crude product. Purification by standard techniques will give the desired product. Oxidation of Ia with one equivalent of hydrogen peroxide in acetic acid at room temperature will also give the sulfoxides Ib. ##STR24##

Provenance & Evidence