Synthesis of(<i>Z</i>)-methyl-2-acetamidocinnamate

CHEN Haitao; DUAN Xianying; WANG Wenxin; FU Jingguo; YANG Guanyu; LI Ji

doi:10.11665/j.issn.1000-5048.20150207

Journal of China Pharmaceutical University > 2015 > 46(2): 178-180. > DOI: 10.11665/j.issn.1000-5048.20150207

CHEN Haitao, DUAN Xianying, WANG Wenxin, FU Jingguo, YANG Guanyu, LI Ji. Synthesis of(Z)-methyl-2-acetamidocinnamate[J]. Journal of China Pharmaceutical University, 2015, 46(2): 178-180. DOI: 10.11665/j.issn.1000-5048.20150207

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Synthesis of(Z)-methyl-2-acetamidocinnamate

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Abstract

In the investigation of asymmetric catalytic hydrogenation reaction, (Z)-methyl-2-acetamidocinnamate is often used as a standard substrate to assess the chiral catalysts. However, its previous syntheses suffered from low yield, relying on column chromatography for isolation. Herein, (Z)-methyl-2-acetamidocinnamate was obtained with 68. 5% isolation yield via simple operations such as wash and extraction using dicyclohexylcarbodiimide(DCC)as dehydrant and 4-dimethylaminopyridine(DMAP)as catalyst in the last synthetic step.
- (Z)-methyl-2-acetamidocinnamate,
- synthesis,
- dicyclohexylcarbodiimide,
- 4-dimethylaminopyridine,
- (Z)-2-acetamidocinnamic acid

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