动态动力学拆分制备（R）-1-氨基茚满
收稿日期: 2013-11-30
修回日期: 2013-12-30
网络出版日期: 2014-01-24
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
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).
首次采用动态动力学方法成功制备光学纯（R）-1-氨基茚满. 以十二烷基磺酸根离子改性的层状双氢氧化物（LDH）为载体负载金属钯制备了新型消旋催化剂Pd/LDH-DS，对其消旋化（S）-1-氨基茚满的反应条件进行了研究，发现其具有优越的反应性能；在此基础上结合脂肪酶Novozym 435的反应条件，最终确定以甲苯为反应溶剂，戊酸对氯苯酯为酰基供体，底物浓度为82.5 mmol/L，55 ℃条件下反应15 h后制备得到（R）-1-氨基茚满戊酸酯，产物转化率>99%，产物光学纯度eeP>99%.
关键词： 动态动力学; （R）-1-氨基茚满; 消旋催化剂; Novozym 435
戴晓庭 , 吴坚平 , 孟枭 , 徐刚 , 杨立荣 . 动态动力学拆分制备（R）-1-氨基茚满[J]. 有机化学, 2014 , 34(5) : 933 -937 . DOI: 10.6023/cjoc201311048
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%).
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