Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (5): 933-937.DOI: 10.6023/cjoc201311048 Previous Articles     Next Articles


戴晓庭, 吴坚平, 孟枭, 徐刚, 杨立荣   

  1. 浙江大学化学工程与生物工程学系 杭州 310027
  • 收稿日期:2013-11-30 修回日期:2013-12-30 发布日期:2014-01-24
  • 通讯作者: 徐刚
  • 基金资助:

    国家重点基础研究发展计划(No. 2011CB710800)、国家高技术研究发展计划(No. 2011AA02A209)、国家自然科学基金(No. 20936002)资助项目.

Preparation of (R)-1-Aminoindan by Dynamic Kinetic Resolution

Dai Xiaoting, Wu Jianping, Meng Xiao, Xu Gang, Yang Lirong   

  1. Department of Chemical and Biological Engineering, Zhejiang University, Hangzhou 310027
  • Received:2013-11-30 Revised:2013-12-30 Published:2014-01-24
  • Supported by:

    Project supported by the National Basic Research Program of China (No. 2011CB710800), the Hi-Tech Research and Development Program of China (No. 2011AA02A209), the National Natural Science Foundation of China (No. 20936002).

Enantiomerically pure (R)-1-aminoindan was firstly prepared by dynamic kinetic resolution. A novel racemization catalyst Pd/layered double-hydroxide-dodecyl sulfate anion (PD/LDH-DS) was prepared and used in the racemization of (S)-1-aminoindan, and the reaction condition was investigated. It was found that the catalyst had superior racemization ability. On this basis, combined with reaction condition of lipase Novozym 435, it was confirmed that toluene was the reaction solvent, 4-chlorophenyl valerate was the acyl donor, concentration of substrate was 82.5 mmol/L, reaction temperature was 55 ℃, and the reaction time was 15 h. Under the condition, (R)-1-aminoindan valerate was prepared with excellent eeP value (>99%) and high conversion (>99%).

Key words: dynamic kinetic resolution, (R)-1-aminoindan, racemization catalyst, Novozym 435