Heterogeneous Catalytic Hydrogenation of Chiral Amino Acid Methyl Esters to Amino Alcohols with Retention of Configuration Over Mg-Modified Cu/ZnO/Al2O3 Catalyst

被引:2
作者
Zhan, Bing [1 ]
Zhang, Shuangshuang [1 ]
Yu, Jun [1 ]
Xiao, Xiuzheng [1 ]
Guo, Xiaoming [1 ]
Mao, Dongsen [1 ]
Lu, Guanzhong [1 ,2 ,3 ]
机构
[1] Shanghai Inst Technol, Sch Chem & Environm Engn, Res Inst Appl Catalysis, Shanghai 201418, Peoples R China
[2] East China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China
[3] East China Univ Sci & Technol, Res Inst Ind Catalysis, Shanghai 200237, Peoples R China
关键词
Amino acid esters; Chiral amino alcohols; Mg-modified Cu/ZnO/Al2O3 catalyst; Catalytic hydrogenation; High ee value; HIGH EE SELECTIVITY; L-PHENYLALANINOL; BORANE REDUCTION; KETONES; DERIVATIVES; RESOLUTION; MECHANISM; LIGANDS;
D O I
10.1007/s10562-017-2116-3
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Selective hydrogenation of amino acid methyl esters to chiral amino alcohols is an important and fascinating process. The CuZn0.3Mg0.1AlOx catalyst for the synthesis of chiral amino alcohols was prepared by the fractional co-precipitation method in the 50-100 g scale. The effect of the reduction gas on the catalytic activity, and the effects of the reaction conditions (R-p-m/Cat, temperature, reaction time, H-2 pressure and solvent) on the catalytic hydrogenation of R-phenylglycine methyl ester (marked as R-p-m) were investigated. When R-p-m in the ethanol solvent was hydrogenated at 5 MPa of H-2 and 80 A degrees C for 10 h over this catalyst reduced by H-2, 87.7% yield of R-phenylglycinol with similar to 100% ee value was obtained, and its reaction activation energy (E-a) was 36.7 kJ/mol. After repeated usage 16 times, its catalytic activity was hardly varied. Using this catalyst to catalyze the preparation of other amino alcohols, the high yield of product with similar to 100% ee value was obtained also. [GRAPHICS] .
引用
收藏
页码:2160 / 2166
页数:7
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