氧化铝-重铬酸钾催化氧化桦木醇合成桦木酸

doi:10.3969/j.issn.0253-2417.2015.05.018

林产化学与工业 ›› 2015, Vol. 35 ›› Issue (5): 111-115.doi: 10.3969/j.issn.0253-2417.2015.05.018

氧化铝-重铬酸钾催化氧化桦木醇合成桦木酸

谢洋, 李鹏, 杨帆, 付东, 隋新, 张宏伟

黑龙江省科学院高技术研究院, 黑龙江哈尔滨 150068

收稿日期:2014-10-23 出版日期:2015-10-25 发布日期:2015-10-24
作者简介:谢洋(1987—),女,黑龙江哈尔滨人,助理研究员,硕士,主要从事精细化工、天然活性物提取及合成工作;E-mail:xyy89650641@126.com
基金资助:
黑龙江省科学院青年创新基金(CX13H05)

Preparation of Betulinic Acid by Catalytic Oxidation of Betulin Using Alumina-potassium Dichromate as Catalyst

XIE Yang, LI Peng, YANG Fan, FU Dong, SUI Xin, ZHANG Hong-wei

Institute of Advanced Technology, Heilongjiang Academy of Sciences, Harbin 150068, China

Received:2014-10-23 Online:2015-10-25 Published:2015-10-24

摘要/Abstract

摘要： 利用氧化铝-重铬酸钾催化氧化桦木醇合成中间体桦木酮酸,再经选择性还原合成桦木酸。采用红外光谱(FT-IR)、氢核磁共振(¹H NMR)和高效液相色谱(HPLC)对合成中间体和产物的结构变化及纯度进行了表征,并通过单因素试验,对合成工艺进行了优化研究。结果表明,合成桦木酮酸的适宜工艺条件为:K₂Cr₂O₇与桦木醇物质的量之比为3:1,反应时间为1.5 h,反应温度为室温,Al₂O₃与K₂Cr₂O₇物质的量之比为4:1。在此工艺条件下,中间体桦木酮酸的得率83.02%。经选择性还原后,目标产物桦木酸总产率为67.25%,精制后纯度为98.3%。FT-IR、 ¹H NMR分析确定了中间产物为桦木酮酸,产物为桦木酸。

关键词: 桦木酸, 氧化铝催化, 桦木醇, 桦木酮酸

Abstract: Betulonic acid was synthesized from betulin by catalytic oxidation using alumina-potassium dichromate as catalyst. The product was identified by FT-IR, ¹H NMR and HPLC. The synthetic conditions were optimized by single-factor experiment. The results were the molar ratio of oxidizing agent to betulin 3:1, reaction time 1.5 h, room temperature, and molar ratio of catalyst to oxidizing agent 4:1. Under these conditions, the productivity of betulonic acid was 83.02%. Target compand, betulonic acid was obtained with the yield of 67.25%, and the purity of the refined betulinic acid was 98.3%.

Key words: betulinic acid, catalysis on alumina, betulin, betulonic acid

中图分类号:

TQ35
TQ216

谢洋, 李鹏, 杨帆, 付东, 隋新, 张宏伟. 氧化铝-重铬酸钾催化氧化桦木醇合成桦木酸[J]. 林产化学与工业, 2015, 35(5): 111-115.

XIE Yang, LI Peng, YANG Fan, FU Dong, SUI Xin, ZHANG Hong-wei. Preparation of Betulinic Acid by Catalytic Oxidation of Betulin Using Alumina-potassium Dichromate as Catalyst[J]. Chemistry and Industry of Forest Products, 2015, 35(5): 111-115.

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氧化铝-重铬酸钾催化氧化桦木醇合成桦木酸

Preparation of Betulinic Acid by Catalytic Oxidation of Betulin Using Alumina-potassium Dichromate as Catalyst

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