Abstract: This paper reported the synthesis of α-methyl phenylalanine via benzylation of Schiff base (1) derived from alanine methyl ester with benzaldehyde and hydrolysis of (2) using solid-liquid phase transfer catalytic condition.The influencing factors and kinetics of benzylation of Schiff Base have been investigated. It was found that the reaction had the characteristic of surface reaction and autocatalytic reaction. A possible mechanism of solid-liquid phase transfer catalytic alkylation has been proposed.