Cesium Carbonate Supported on Alumina for the Michael Addition of Diethyl Malonate to Methyl Acrylates

  • Hida Tetsunari
    Department of Materials Science and Technology, Faculty of Engineering, Gifu University
  • Komura Kenichi
    Department of Materials Science and Technology, Faculty of Engineering, Gifu University
  • Sugi Yoshihiro
    Department of Materials Science and Technology, Faculty of Engineering, Gifu University

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The cesium salts supported on γ-Al2O3 were highly active catalysts for the Michael addition of diethyl malonate (1) to methyl acrylate (2) in toluene as solvent. The use of a limited amount of 2 gave diethyl [2-(methoxycarbonyl)ethyl]malonate (3), however the formation of diethyl bis[2-(methoxycarbonyl)ethyl]malonate (4) was enhanced by the increase in amounts of 2. Catalytic activities were easily recovered by the calcination of used catalysts. IR and XRD observations indicate that the active catalytic species are Cs2CO3 on Al2O3. The use of malononitrile enhanced the formation of the diadduct as principal products by addition to methyl acrylate. Other methyl acrylates, such as methyl methacrylate and methyl crotonate, gave low yield of the products.

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