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High selective autocatalytic esterification of glutamic acid by benzyl alcohol with CuCl2 promoting
Affiliation:1. School of Materials Science and Engineering, The State Key Laboratory of Hollow Fiber Membrane Materials and Processes, Tianjin Polytechnic University, 300160 Tianjin, China;2. School of environment Science and Chemistry Engineering, Tianjin Polytechnic University, 300160 Tianjin, China
Abstract:We found that the esterification of l-glutamic acid by benzyl alcohol is greatly promoted by CuCl2 even in H2O solvent, and the selectivity and yield of γ-benzyl ester of l-glutamic acid achieved 100% and 95.31%. Metal cation coordination to the amino acids via neighboring amino and carbonyl groups increased α position carboxyl acidity which initiates the esterification reaction to selectively take place on γ position carboxyl group. In this autocatalytic process H2O has no effect on esterification.
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