Practical Synthesis of Diethyl Phenylsuccinate by Mg-promoted Carboxylation of Ethyl Cinnamate

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Author(s)

    • Maekawa Hirofumi
    • Department of Materials Science and Technology, Nagaoka University of Technology
    • Murakami Taro
    • Department of Materials Science and Technology, Nagaoka University of Technology
    • Miyazaki Takeshi
    • Department of Materials Science and Technology, Nagaoka University of Technology
    • Nishiguchi Ikuzo
    • Department of Materials Science and Technology, Nagaoka University of Technology

Abstract

Mg-promoted reduction of ethyl cinnamate (<b>1a</b>) in the presence of carbon dioxide gave a mixture of β-carboxylated compound <b>2a</b> and α,β-dicarboxylated compound <b>3a</b>. Similar reductive carboxylation of <b>1a</b> followed by acidic decarboxylation of one of the two geminal carboxyl groups of the generated <b>3a</b> and esterification afforded selective formation of diethyl phenylsuccinate (<b>2a</b>) in good yield.

Journal

  • Chemistry Letters

    Chemistry Letters 40(4), 368-369, 2011

    The Chemical Society of Japan

Codes

  • NII Article ID (NAID)
    130004426182
  • Text Lang
    ENG
  • ISSN
    0366-7022
  • Data Source
    J-STAGE 
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