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

以罗汉柏木烯为原料,KMnO_(4)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(KMnO_(4))∶n(罗汉柏木烯)=1.8∶1,反应时间3 h,KMnO_(4)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^(1)H 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。

Thujopsane-8,9-diol was synthesized by the dihydroxylation of thujopsene using KMnO_(4)as oxidant,tertiary-butyl alcohol/H_(2)O(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(KMnO_(4))∶n(thujopsene)=1.8∶1,reaction time 3 h,mass fraction of KMnO_(4) 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 ^(1)H NMR,and confirmed to be thujopsane-8,9-diol.