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林产化学与工业 ›› 2011, Vol. 31 ›› Issue (1): 86-90.

• 研究报告 • 上一篇    下一篇

茴香脑衍生物的合成工艺研究

姜萍, 李海玉, 米伟   

  1. 南京林业大学 化学工程学院, 江苏 南京 210037
  • 收稿日期:2010-09-11 修回日期:1900-01-01 出版日期:2011-02-28 发布日期:2011-02-28

Study on Synthesis of Anethole Derivatives

JIANG Ping, LI Hai-yu, MI Wei   

  1. College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China
  • Received:2010-09-11 Revised:1900-01-01 Online:2011-02-28 Published:2011-02-28

摘要: 以茴香脑为原料经H2O2氧化合成茴香脑环氧化物2-(4-甲氧基苯基)-3-甲基环氧乙烷,产率91%,并研究了溶剂配比、物料配比、催化剂用量、反应温度、反应时间等因素对产物产率的影响。实验结果表明:乙腈与甲醇体积比为1:5、茴香脑与H2O2的物质的量之比为1:2.5、原料与无水碳酸钠的物质的量之比为1:0.8、反应时间为27h、反应温度为常温时产率最好。茴香脑环氧化物再经氢化铝锂还原得到1-(4-甲氧基苯基)丙-2-醇,并通过单因素试验对其工艺条件进行了优化,初步筛选其优化工艺为:以乙醚为溶剂,原料与还原剂的物质的量之比为1:1.5,反应温度常温,反应时间1h。通过GC-MS和IR分析对两种合成物质进行了结构表征。

关键词: 茴香脑, 2-(4-甲氧基苯基)-3-甲基环氧乙烷, 1-(4-甲氧基苯基)丙-2-醇, 氢化铝锂

Abstract: Epoxidation of anethole with H2O2 could have 91% yield of 2-(4-methoxyphenyl)-3-methyloxirane. The effects of the ratio of CH3CN/CH3OH, molar ratio of anethole and H2O2 , dosage of catalyst, reaction temperature and reaction time on the yield were investigated. The results showed that the volume of CH3CN/CH3OH was 1:5, the molar ratio of anethole and H2O2 was 1:2.5, the molar ratio of anethole and anhydrous sodium carbonate was 1:0.8, reaction temperature was room temperature and reaction time was 27h. Then, reduction of 2-(4-methoxyphenyl)-3-methyloxirane with lithium aluminum hydride was used to obtain 1-(4-methoxyphenyl)-2-propanol. By single factor experiment, the results showed that the optimized conditions were as follows: ether as the best solvent, molar ratio of raw material to reducing agent was 1:1.5, reaction temperature at room temperature and reaction time 1h. The structures of the two compounds were characterized by GC-MS and IR.

Key words: anethole, 2-(4-methoxyphenyl)-3-methyloxirane, 1-(4-methoxyphenyl)-2-propanol, lithium aluminum hydride

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