A new method of synthesis of alkyl-glycidyl esters of dicarboxylic acids in high yields

A series of new alkyl-glycidyl esters of dicarboxylic acids which could be used as PVC plasticizers were synthesized. The method adopted is a new synthetic process which can be carried out in two stages. During the first stage, the carboxylic acid anhydride reacts with the salt of the alcohol, and the sodium salt produced reacts with epichlorhydrin in the presence of a catalyst to yield an alkyl-glycidyl ester. The specific reactions give pure products in high yields. The reaction of phthalic acid bisodium salt with epichlorhydrin, as well as the reaction of phthaloyl chloride with glycidol, gave diglycidyl phthalate in 36% and 22% yields, respectively.