2-(1,1,2,3,3-五甲基茚满)异丙醇的制备与纯化

以1,1,2,3,3-五甲基茚满与环氧丙烷为原料,二氯甲烷为溶剂,无水氯化铝催化合成2-(1,1,2,3,3-五甲基茚满)异丙醇(俗称茚满醇)。考察了原料摩尔比、无水氯化铝用量、反应温度对茚满醇选择性的影响。采用超声辅助溶解-结晶的方式对产品进行了纯化。结果表明,在-10～-15℃时,原料摩尔比n(五甲基茚满)∶n(环氧丙烷)∶n(无水氯化铝)=1∶1.2∶1.2的条件下反应2 h,五甲基茚满转化率55.8%,茚满醇选择性99%。经结晶纯化后茚满醇纯度达99%,避免了减压蒸馏产生的焦杂味。通过FTIR、GC-MS、HRESIMS、元素分析、1HNMR和13CNMR对茚满醇结构进行了表征。

Preparation and purification of 2-(1, 1, 2, 3, 3-pentamethylinda-5yl) propanol

2-(1,1,2,3,3-Pentamethylindan-5yl)propanol(commonly known as indanol) was synthesized through the reaction of 1,1,2,3,3-pentamethylindane with propylene oxide,catalyzed by anhydrous AlCl3 using dichloromethane as solvent.The product was purified through ultrasonic assisted dissolution-crystallization process.The effects of mole ratio of 1,1,2,3,3-pentamethylindane to propylene oxide,amount of anhydrous AlCl3 and reaction temperature were investigated.The selectivity of indanol was 99% under the following reaction conditions:reaction temperature was-10~-15 ℃,n(pentamethylindane)∶ n(propylene oxide)∶ n(anhydrous AlCl3) was 1∶ 1.2∶ 1.2,and the reaction time was 2 h.The conversion of 1,1,2,3,3-pentamethylindane was 55.8%.The purity of indanol was 99%.The peculiar burnt smell originated from the distillation process was avoided in this purification process.The structure of indanol was characterized by means of FTIR,GC-MS,HRESIMS,elementary analysis,1HNMR and 13CNMR spectrum.