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Chemistry and Industry of Forest Products ›› 2021, Vol. 41 ›› Issue (4): 23-28.doi: 10.3969/j.issn.0253-2417.2021.04.004

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Synthesis of Thujopsanone Catalyzed by Methyltrioxorhenium

Sheng ZHANG1(), Kai ZHU1,2,*()   

  1. 1. College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China
    2. Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210037, China
  • Received:2020-11-30 Online:2021-08-28 Published:2021-08-31
  • Contact: Kai ZHU E-mail:1071929101@qq.com;zhukai53@163.com


Thujopsanone was synthesized by oxidation reaction with thujopsene as raw material, dichloromethane as solvent, methyltrioxorhenium(MTO) as catalyst, 30% H2O2 as oxidant, and 3-methylpyrazole as co-catalyst. The effects of reaction conditions on the oxidation were studied. The optimized reaction were obtained as follows: the reaction temperature 30℃, the molar ratio of raw materals(n(H2O2): n(thujopsene)) 1:1, the reaction time 3 h, the catalyst amounts 0.3%(based on the weight of thujopsene, similarly hereinafter), the dosage of 3-methylpyrazole is 10%. Under these conditions, the yield of thujopsanone was 72.1%, and the conversion rate of thujopsene was 97.3%. The structure of the products was identified by GC-MS and FT-IR, and it was confirmed as wasthujopsanone.

Key words: thujopsanone, MTO, oxidation, thujopsene, 3-methylpyrazole

CLC Number: