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化学学报
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化学学报 ›› 1965, Vol. 31 ›› Issue (5): 447-449. 上一篇    

研究简报

4-硝基-3-吲(口乃木)乙酸的制备

邢其毅, 金声   

  1. 北京大学化学系
  • 投稿日期:1965-01-16 发布日期:2013-06-03

PREPARATION OF 4-NITROINDOLE-3-ACETIC ACID

HSING CHI-YI, KING SHENG   

  1. Chemistry Department, Peking University
  • Received:1965-01-16 Published:2013-06-03

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5-,6-,7-硝基取代的3-吲(口乃木)乙酸已分别由Cavallini[1],Brown[2],Hiremath[3]与他们的合作者合成。本文报告从4-硝基吲(口乃木)通过相应的3-二甲氨代甲基吲(口乃木)(芦竹碱),按标准步骤合成4-硝基-3-吲(口乃木)乙酸。Berti等[4]曾用3-二甲氨代甲基吲(口乃木)直接硝化的方法制得4-硝基-3-二甲氨代甲基吲(口乃木)(4-硝基芦竹碱),熔点120—122°,产率很低。

Mannich reaction of 4-nitroindole gave the corresponding substituted gramme in 75% yield. In n-amyl alcohol the gramine was quarternized with methyl iodide without isolation, the product was converted to the nitrile in an acid buffer solution (70%).Hydrolysis of the nitrile with a large excess of hydrochloric acid gave the corresponding acid as bright plates in 70 per cent yield.