Chinese Journal of Organic Chemistry >
Preparation of (R)-1-Aminoindan by Dynamic Kinetic Resolution
Received date: 2013-11-30
Revised date: 2013-12-30
Online 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%).
Dai Xiaoting , Wu Jianping , Meng Xiao , Xu Gang , Yang Lirong . Preparation of (R)-1-Aminoindan by Dynamic Kinetic Resolution[J]. Chinese Journal of Organic Chemistry, 2014 , 34(5) : 933 -937 . DOI: 10.6023/cjoc201311048
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