Enantiomeric resolution of some 2-arylpropionic acids using l-(−)-serine-impregnated silica as stationary phase by thin layer chromatography

Abstract

The enantiomeric resolution of certain 2-arylpropionic acids was achieved on thin silica gel plates impregnated with optically pure l-(−)-serine as chiral selector. The mobile phase enabling successful resolution of (±)-ibuproxam and (±)-ketoprofen was acetonitrile–methanol–water (16:4:0.5, v/v/v) and (16:3:0.5, v/v/v) for (±)-tiaprofenic acid. The spots were detected with iodine vapors and the detection limits were found to be different for each of the 2-arylpropionic acid, ranging between 0.25 and 0.50 μg/ml. The effect of concentration of the impregnating chiral selector, temperature and pH on resolution has been studied. The procedure was applied successfully to resolve commercial ampoules of ketoprofen dosage formulation.