无溶剂法开环合成1-月桂酸-3-氯丙醇酯及其条件优化

Solvent-free method for the synthesis of 1-Iauroyl-3-chloropropanediol through ring-opening and its optimization

目的本研究旨在建立一种选择性合成1-月桂酸-3氯丙醇酯(即sn-1月桂酸氯丙醇酯)的有效途径与方法。方法在无溶剂体系中,以硫酸铁催化月桂酸对环氧氯丙烷进行开环反应,高选择性合成1-月桂酸-3-氯丙醇酯。产物采用高效液相色谱、红外光谱、质谱进行表征。结果在优化条件下(反应温度50℃,催化剂硫酸铁用量为3%,反应时间为48 h)反应转化率可达75.9%,选择性高达90.0%。结论该方法为无溶剂反应体系,成本低廉,环境污染小,催化剂价廉易得,操作方便且产物选择性好,催化剂在后处理过程中极易脱除,是一种高效、绿色、方便、实用的选择性合成sn-1氯丙醇单酯的有效途径与方法。

Objective To establish a method for selective synthesis of 1-lauroyl-3-chloropropanediol. Methods Selective synthesis of 1-lauroyl-3-chloropropanediol was studied through ring-opening of epichlorohydrin catalyzed by ferric sulfate under solvent-free conditions. The products were analyzed and identified by high performance liquid chromatography, infrared spectrum and mass spectrometry for qualitative analysis. Results Under optimal conditions (specifically, reaction temperature at 50℃, using 3%of catalyst, react for 48 h) the yield could reach 75.9%and the regioselectivity could achieve as high as 90.0%. Conclusion This method can provide the advantages such as free of solvent, low cost, environmentally friendly, perfect regioselectivity and easily removal of catalyst in the refining process. This method can be recommended as a green, convenient, practical and efficient method for selective synthesis of the 1-lauroyl-3-chloropropanediol.