2-(1,1,2,3,3-五甲基茚满)异丙醇的制备与纯化
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国家十二五支撑计划专项(2011BAD23B01);学科与研究生教育-重点学科-应用化学(PXM2012-014213-000038)


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

    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2h,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、1H NMR、和13C NMR对茚满醇结构进行了表征。

    Abstract:

    2-(1,1,2,3,3-Pentamethylindan-5yl)propanol (commonly known as indanol) was synthesized by 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. 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 data of FTIR, GC-MS, HRESIMS, elementary analysis, 1H NMR and 13C NMR spectrum.

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徐翠翠,郑福平.2-(1,1,2,3,3-五甲基茚满)异丙醇的制备与纯化[J].精细化工,2013,30(2):

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  • 收稿日期:2012-11-28
  • 最后修改日期:2012-12-20
  • 录用日期:2013-01-04
  • 在线发布日期: 2013-01-30
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