Abstract：Chiral epichlorohydrin is a very important intermediate in organic synthesis. It is very common and easy to start with chiral epichlorohydirn for the generation and manufacturing of optically active compounds. Compared with some other methods, the hydrolytic kinetic resolution (HKR) was chosen for the production of (S)-epichlorohydrin. The application of the salen catalysts led to higher chiral epichlorohydrin yield and higher optical purity of the product. First, the (salen)Co(Ⅲ)(OAc) catalyst was synthesized by a practical method, and the e.e. (enantiomeric excess) of the (S)-epichlorohydrin was determined by GC analysis. Then, the optimization of the reaction catalyzed by (salen)Co(Ⅲ)(OAc) was investigated through the mono-factor’s experiment. Under the condition that the temperature was 20℃, the water was 0.55 equivalent, and the concentration of the catalyst was 0.5mol%, the e.e. of the (S)-epichlorohydrin would reach 99.5% in 10 hours catalyzed by the new or the reused (salen)Co(Ⅲ)(OAc). Finally, use chiral epichlorohydrin to synthesize medicine intermediate (S)-6-chloro-5-hydroxy-3-oxo-hexanoic acid t-butylester and (S)-4-chloro-3-hydroxybutyronitrile.
Keywords: Chiral epichlorohydrin；Hydrolytic kinetic resolution(HKR)；Salen catalyst；(S)-6-chloro-5-hydroxy-3-oxo-hexanoic acid t-butylester； (S)-4-chloro-3-hydroxybutyronitrile
