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Chemistry and Industry of Forest Products ›› 2018, Vol. 38 ›› Issue (4): 29-34.doi: 10.3969/j.issn.0253-2417.2018.04.005

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Preparation of 1,8-p-Menthane Diacetamide from p-Menthadienes

ZENG Xiaojing1,2,3, XU Shichao1,2,3, WANG Jing2, DONG Huanhuan1,2, LU Yanju1,2, ZHAO Zhendong1,2,3   

  1. 1. Research Institute of Forestry New Technology, CAF, Beijing 100091, China;
    2. Institute of Chemical Industry of Forest Products, CAF;National Engineering Lab. for Biomass Chemical Utilization;Key and Open Lab. of Forest Chemical Engineering, SFA;Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China;
    3. Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210042, China
  • Received:2018-04-28 Online:2018-08-25 Published:2018-08-10

Abstract: Using p-menthadienes and acetonitrile as raw materials, 1,8-p-menthane diacetamide was prepared in sulfuric acid solution via Ritter reaction. The effects of the mass fraction of sulfuric acid solution, the molar ratio of p-menthadienes to sulfuric acid solution and acetonitrile, reaction temperature, reaction time and the type of p-menthadienes on the yield of 1,8-p-menthane diacetamide were optimized. The results showed that when c(H2SO4)=60%, n(H2SO4):n(p-menthadienes)=2.2:1, n(acetonitrile):n(p-menthadienes)=2.4:1, T=55℃, t=6 h, the yield of 1,8-p-methane diacetamide is the highest. Among different pure component compounds in p-menthadienes, limonene is the most efficient starting material and got the highest yiled of 61.6%. The structure of the product was identified and characterized by FI-IR、ESI+-MS and 1H NMR.

Key words: monoterpene derivatives, p-menthadienes, Ritter reaction, 1,8-p-menthane diacetamide

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