Chemical Research in Chinese Universities ›› 2010, Vol. 26 ›› Issue (3): 384-388.

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BrΦnsted Acidic Ionic Liquids: Novel Efficient, Cost-effective and Reusable Solvent-catalysts for Ritter Reaction

JIANG Feng, LIN Ying-jie*, DUAN Hai-feng*, LI Zong-han, CAO Jun-gang and LIANG Da-peng   

  1. Department of Organic Chemistry, College of Chemistry, Jilin University, Changchun 130012, P. R. China
  • Received:2009-04-10 Revised:2009-05-31 Online:2010-05-25 Published:2010-07-27
  • Contact: LIN Ying-jie. E-mail: linyj@jlu.edu.cn; DUAN Hai-feng. E-mail: duanhf@jlu.edu.cn
  • Supported by:

    Supported by the Jilin University Innovation Funds, China(No.419070200033).

Abstract:

Several BrΦnsted acidic ionic liquids(ILs) were synthesized and used as dual solvent-catalysts for the Ritter reaction of benzonitrile with tert-butanol. In particular, IL11([NSPTEA][OTF]) showed excellent catalytic acti- vity for the Ritter reaction. In the presence of IL11, various nitriles and tertiary alcohols as well as secondary alcohols were converted smoothly to the corresponding amides in good to excellent yields. In addition, this cost-effective ionic liquid [NSPTEA][OTF] was easily separated from the reaction mixture by extraction with a small amount of water, and was recycled five times without any significant loss in activity.

Key words: BrΦnsted acidic ionic liquid; Ritter reaction; Solvent-catalyst