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›› 2009, Vol. 43 ›› Issue (2): 1-5.

• 论文 •     Next Articles

Study on Synthesis and Structure Identification of Terpenyl Gallates

BO Cai-ying1, BI Liang-wu1, ZHAO Zhen-dong1, LI Dong-mei1,2, GU Yan1,2, WANG Jing1,2, ZHANG Qiu-ge1, WANG Yu-min1, ZHOU Yong-hong2   

  1. 1. Institute of Chemical Industry of Forest Products, CAF;National Engineering Lab. for Biomass Chemical Utilization;Key and Open Lab. on Forest Chemical Engineering, SFA, Nanjing 210042, China;2. Jiangsu Qianglin Biomass Energy Co. Ltd., Liyang 213364, China
  • Received:2009-01-05 Revised:1900-01-01 Online:2009-03-30 Published:2009-03-30

Abstract: A synthetic route of terpenyl gallates was advanced. Gallic acid was acetylated to form 3,4,5-triacetoxybenzoic acid at first, 3,4,5-triacetoxybenzoic acid was esterified with six terpenyl alcohols such as farnesol, geraniol, linalool, nerolidol, menthol, and hydroabietyl alcohol by N,N'-dicyclohexyl carbodiimide (DCC) with the assistance of ultrasound at room temperature to produce terpenyl 3,4,5-triacetoxybenzates, respectively. The terpenyl 3,4,5-triacetoxybenzates were then deacetylated by hydrazine hydrate to produce corresponding terpenyl gallates. The total yield of farnesyl gallate, geranyl gallate, linalyl gallate, nerolidyl gallate, menthyl gallate, and hydroabietyl gallate were 86.17%, 85.26%, 76.32%, 87.50%, 79.22% and 82.54%, respectively. The synthetic method had advantages of low reaction temperature, short reaction time, and high conversion rate. The chemical structures of above six terpenyl gallates were identified at last.

Key words: terpenyl gallates, acetylation, synthesis, structural identification

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