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罗汉柏木烯合成罗汉柏木二醇研究

Study on the Synthesis of Thujopsane-8, 9-diol from Thujopsene

  • 摘要: 以罗汉柏木烯为原料,KMnO4为氧化剂,叔丁醇/水(体积比2:1)为溶剂,通过罗汉柏木烯的双羟基化反应合成得到了罗汉柏木二醇。考察了反应条件对双羟基化反应的影响,得到最佳工艺条件为:反应温度40℃,n(KMnO4): n(罗汉柏木烯)=1.8:1,反应时间3 h,KMnO4水溶液质量分数为5%。在此条件下,罗汉柏木烯的转化率为98.3%,罗汉柏木二醇的收率和选择性分别为88.7%和90.2%。采用GC-MS、FT-IR和1H NMR等方法对产物结构进行了表征,确定产物为罗汉柏木二醇。

     

    Abstract: Thujopsane-8, 9-diol was synthesized by the dihydroxylation of thujopsene using KMnO4 as oxidant, tertiary-butyl alcohol/H2O(2:1, volume ratio) as solvent in the presence of NaOH. The effects of reaction conditions on the dihydroxylation reaction were investigated and the optimal reaction conditions were reaction temperature 40 ℃, molar ratio of raw materials n(KMnO4): n(thujopsene)=1.8:1, reaction time 3 h, mass fraction of KMnO4 aqueous solution 5%. Under these conditions, the conversion rate of thujopsene was 98.3%, the yield and selectivity of thujopsane-8, 9-diol were 88.7% and 90.2%, respectively. The structure of the product was characterized by GC-MS, FT-IR and 1H NMR, and confirmed to be thujopsane-8, 9-diol.

     

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