Chinese Journal of Applied Chemistry

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Asymmetric Henry Condensation Catalyzed by Ionic Liquid-supported Proline

ZHANG Baohua, SHI Lanxiang*   

  1. (College of Chemical Engineering,Shijiazhuang University,Shijiazhaung 050035,China)
  • Received:2013-09-24 Revised:2013-12-13 Published:2014-07-10 Online:2014-07-10

Abstract: A functionalized ionic liquid-supported proline, 1-methyl-3-{2-[(2s)-pyrrolidine-2-carbonyloxy]-ethyl}-1H-imidazol-3-iumtrifluoroacetate([Promim]CF3CO2), was used to catalyze the Henry condensation reaction of aldehydes with CH3CH2NO2 or CH3NO2. The desired products were obtained in 79%~95% yields, diastereomeric excess and enantiomeric excess was up to 3∶1 and 85% under relatively mild conditions. [Promim]CF3CO2 could be efficiently recycled six times without the decrease of catalytic activity in the condensation reaction of 4-nitrobenzaldehyde and CH3CH2NO2.

Key words: ionic liquid-supported proline, Henry condensation, asymmetric catalysis

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