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Chemistry and Industry of Forest Products ›› 2015, Vol. 35 ›› Issue (6): 15-20.doi: 10.3969/j.issn.0253-2417.2015.06.003

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Synthesis and Structural Characterization of Methyl Isopimarate

WANG Mi-xia1, XU Shi-chao1,2, LU Yan-ju1,2, YUAN Xiao-min1, CHEN Yu-xiang1,2, ZHAO Zhen-dong1,2   

  1. 1. 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;
    2. Research Institute of Forestry New Technology, CAF, Beijing 100091, China
  • Received:2014-10-09 Online:2015-12-25 Published:2015-12-28

Abstract: With isopimaric acid as initiating material, oxalyl chloride as the acyl chlorination reagent, isopimaric chloride active intermediate was synthesized.Then under the action of triethylamine, isopimaric chloride was reacted with methanol to obtain methyl isopimarate, and the title compound was characterized by FT-IR, GC/MS, 1H NMR and 13C NMR spectroscopy.By single fraction tests, the influences of reaction time, material ratio, and dosage of triethylamine on these two reactions were explored.The results showed that the optimal synthetic conditions of the reaction were the molar ratio of isopimaric acid and oxalyl chloride 1:1, reaction time 3h in acyl chlorination reactoin, and the molar ratio of triethylamine and isopimaric chloride 1:0.24, reaction time 80min in esterification reaction.Under these conditions, the acyl conversion rate was 99.43%, the target product was white crystal and the total yield was 86.3%.

Key words: isopimaric, methyl isopimarate, synthesis, characterization

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