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Chemistry and Industry of Forest Products ›› 2022, Vol. 42 ›› Issue (2): 110-114.doi: 10.3969/j.issn.0253-2417.2022.02.015

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

Sheng ZHANG1(), Kai ZHU1,2,*(), Ping MAO3   

  1. 1. College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China
    2. Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210037, China
    3. Nanjing Eurasia Flavors & Fragrances Co., Ltd., Nanjing 210037, China
  • Received:2021-02-03 Online:2022-04-28 Published:2022-05-06
  • Contact: Kai ZHU E-mail:1071929101@qq.com;zhukai53@163.com


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.

Key words: thujopsane-8, 9-diol, KMnO4, dihydroxylation, thujopsene

CLC Number: