Study of the reaction of glycine and benzoyl chloride under inverse phase transfer catalysis

This study examined the feasibility of reacting benzoyl chloride (PhCOCl) a nd sodium glycinate (H2NCH2COOH) catalyzed by 4-dimethylaminopyridine (DMAP ) in an alkaline (NaOH) aqueous solution/dichloromethane two-phase medium. This catalyzed reaction of benzoyl chloride and sodium glycinate was descri bed by a pseudo-first-order rate law. The hydrolysis of benzoyl chloride in the two-phase reaction was neglected on the specified reaction conditions. In addition, the effects of operating conditions on the conversion of benz oyl chloride and the reaction rate. According to those results, the reactio n rate decreases with an increasing concentration of benzoyl chloride, whic h contradicts the general rate law of reaction kinetics. This peculiar phen omenon could be accounted for altering the interfacial property due to the change of the chemical property of reactants and intermediate, and the inte raction between reactants and intermediate which was transferred from organ ic phase to aqueous phase.