Chem. J. Chinese Universities ›› 2005, Vol. 26 ›› Issue (9): 1645.

• Articles • Previous Articles     Next Articles

Synthesis and Characterization of 4-(2-Benzyloxy-ethoxycarbonyl)-2-oxetanone

WANG Liang, JIA Xiao-Hua, YUAN Zhi   

  1. Institute of Polymer Chemistry, Nankai University, Tianjin 300071, China
  • Received:2005-05-20 Online:2005-09-10 Published:2005-09-10

Abstract: 4-(2-Benzyloxyethoxycarbonyl)-2-oxetanone, an β-substituted-β-lactones with latent pendent hydroxyl groups,was synthesized from L-aspartic acid. Firstly, bromosuccinic acid was synthesized from L-aspartic acid and it was dehydrated to bromosuccinic anhydride by TFFA. Then the anhydride was alcoholysized to the monoester mixture by 2-benzyloxy ethanol. Finally, the novel monomer was got through a intromolecular cyclization of the mixture ester, and then it was further purified by silicon gel chromatogram. The product and the intermediates were characterized by 1H NMR}, 13C NMR and elemental analysis. In addition, 2-benzyloxy ethanol was synthesized with a simplyified procedure and high yield by using Williamson method.

Key words: 2-Benzyloxy ethanol, Bromosuccinic acid, 4-(2-Benzyloxyethoxycarbonyl)-2-oxetanone

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