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在冰醋酸溶液中L(+)-伪麻黄碱的异构化

A STUDY ON ISOMERIZATION OF L( + )-ψ-EPHEDRINE IN GLACIAL ACETIC ACID

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【作者】 程东亮李志孝郭洪达朱子清

【Author】 Cheng Dongliang, Li Zhixiao, Guo Hongda and Zhu Ziqing (Chu Tze-Tsin)(Institute of Organic Chemistry, Lanzhou University, Lanzhou)

【机构】 兰州大学有机化学研究所兰州大学有机化学研究所兰州大学有机化学研究所 系1965届毕业生现在兰化研究院工作

【摘要】 在冰醋酸溶液中,L(+)-伪麻黄碱可以异构化成D(-)-麻黄碱。氧化铝薄层层析结果表明:在反应液中存在N-乙酰L(+)-伪麻黄碱,N-乙酰D(-)-麻黄碱和一种未鉴定结构的化合物,并初步推出可能的异构化机理。 5—10%L(+)-伪麻黄碱的冰醋酸溶液,回流反应20小时,立即回收醋酸后,用2.5/V的氢氧化钠溶液进行水解,再通过草酸盐变为盐酸盐即得。以L(+)-伪麻黄碱计纯盐酸D(-)-麻黄碱收率达31.2%。

【Abstract】 L( + )-ψ-ephedrine could be isomerized to D(-)-ephedrine in glacial acetic acid. The method of isomerization was rather easy as follows:A 5% solution of L( + )-ψ-ephedrine in glacial acetic acid was refluxed for twenty hours, then acetic acid was removed immediately from the mixture under diminished pressure. The residue was hydrolyzed with 2.5 N NaOH solution. The D( - )-ephedrine oxalate was first prepared from the product of hydrolyzation and finally converted to its hydroehloride. The yield of pure product was about 31.2% of the theoretical based on the L(+ )--ephedrine.

  • 【文献出处】 高等学校化学学报 ,Chemical Research In Chinese Universities , 编辑部邮箱 ,1982年03期
  • 【被引频次】4
  • 【下载频次】149
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