填充柱超临界流体色谱手性拆分5-羟基-8-十一碳烯酸-δ-内酯(茉莉内酯)  

Resolution of 5-Hydroxy-8-undecenoic Acid δ-Lactone (Jasmolactone) by Packed Column Supercritical Fluid Chromatography

作　　者：孙蕾[1] 韩蕙阑[1] 都荣强[1] 谢建春[1] 孙宝国[1] 

机构地区：[1]北京工商大学食品学院北京市食品风味化学重点实验室,北京100048

出　　处：《精细化工》2013年第9期1041-1045,共5页Fine Chemicals

基　　金：国家自然科学基金(31171755);北京市自然科学基金项目(21220213);北京市教委科技发展计划重点项目(KZ201010011011);北京市属高等学校人才强教项目~~

摘　　要：研究了填充柱超临界CO2流体色谱手性拆分外消旋5-羟基-8-十一碳烯酸-δ-内酯(茉莉内酯)的方法。在筛选固定相种类及改性剂种类基础上,通过单因素及正交实验较为系统地考察了柱温、柱压、改性剂含量、流速等因素的影响,优化出较佳的分析型拆分条件:固定相Chiralcel OD-H,柱温31℃,柱压12 MPa,改性剂为乙腈-甲醇(体积比7∶3),在流动相中体积分数2.0%,流动相流速1.0 mL/min,分离度2.00。利用较佳条件,在流速8mL/min下进行制备规模放大,320 min内进样10 mg得6.6 mg两对映体产品,回收率66%,光学纯度(e.e%)均为100%,表明超临界流体色谱分离效率高,可作为茉莉内酯mg级对映体纯品快速制备的手段。The resolution of racemic 5-hydroxy-8-undecenoic acid δ-lactone （ Jasmolactone ） by packed column supercritical fluid chromatography （pSFC） was studied. The ehiral stationary phases（CSPs） of Chiralpak AD- H, Chiralcel OB -H, Chiralcel OD- H, and Chiralcel OJ- H, and the modifier solvents of methanol, ethanol, isopropanol and acetonitrile were screened. The parameters of column temperature, column pressure, content of modifier solvent in mobile phase, and flow rate of mobile phase were systematically investigated by single-factor and orthogonal experiments. The optimum conditions found were the CSP of Chiralcel OD -H, column temperature 31 ℃, column pressure 12 MPa,2% （V/V） modifier solvent of aeetonitrile-methanol（7：3, V：V） in the mobile phase,and the flow rate of mobile phase in 1.0 mL/min, whereby resolution factor （Rs ） achieved was 2. 00. Then preparative separation was performed under the optimum conditions at a flow rate of 8 mL/min, and a total of 6.6 mg enantiomers was obtained from 10 mg racemes in 320 min in the recovery of 66% and an optical purity of 100% e. e. The present work demonstrates that resolution by pSFC is a good choice thanks to its high efficiency when some micrograms of enantiomeric 5-hydroxy-8-undecenoic acid δ- lactone are to be prepared.

关 键 词：填充柱超临界流体色谱 5-羟基-8-十一碳烯酸-δ内酯 CHIRALCEL OD 手性拆分 茉莉内酯 6-[（3E）-己烯基]-2H-四氢吡喃-2-酮 香料与香精 

分 类 号：TQ651[化学工程—精细化工]