Chinese Journal of Catalysis ›› 2007, Vol. 28 ›› Issue (12): 1053-1056.

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Selective Synthesis of Gem-Diacetates from Aldehydes and Acetic Anhydride Catalyzed by Acetic Acid-Assisted Copper o-Toluenesulfonate

WANG Min1*, SONG Zhiguo2, GONG Hong3, JIANG Heng3   

  1. 1 College of Chemistry and Chemical Engineering, Bohai University, Jinzhou 121000, Liaoning, China; 2 Center for Science and Technology Experiment, Bohai University, Jinzhou 121000, Liaoning, China; 3 Liaoning Shihua University, Fushun 113001, Liaoning, China
  • Received:2007-12-25 Online:2007-12-25 Published:2007-12-25

Abstract: Gem-diacetates were synthesized from corresponding aromatic or aliphatic aldehydes and acetic anhydride catalysed by acetic acid-assisted copper o-toluenesulfonate as synergistic catalysts at room temperature under solvent-free conditions. The catalytic activity of acetic acid-assisted copper o-toluenesulfonate was much higher than that without acetic acid under the same conditions. Only a molar ratio of 0.3% of copper o-toluenesulfonate to aldehyde was needed to complete the reaction in short time. After reaction, the copper o-toluenesulfonate could be easily recovered by phase separation and could be reused five times without distinct decrease in its catalytic activity.

Key words: acetic acid, copper o-toluenesulfonate, synergistic catalysis, aromatic aldehyde, aliphatic aldehyde, acetic anhydride, gem-diacetate