中华医学超声杂志

应用化学 ›› 2010, Vol. 27 ›› Issue (06): 669-672.DOI: 10.3724/SP.J.1095.2010.90530

• 研究论文 • 上一篇    下一篇

氟代芳香族化合物四甲基氟化铵氟代脱硝法的合成

胡玉锋,罗军,吕春绪*   

  1. (南京理工大学化工学院 南京 210094)
  • 收稿日期:2009-08-11 修回日期:2009-09-28 出版日期:2010-06-10 发布日期:2010-06-10
  • 通讯作者: 吕春绪，男，教授，博士生导师; E-mail:huyufeng0307@163.com; 研究方向：药物中间体

Synthesis of Fluoroaromatics via Fluorodenitrations with Tetramethylammonium Fluoride

HU Yu-Feng, LUO Jun, LV Chun-Xu*   

  1. (School of Chemical Engineering,Nanjing University of Science and Technology,Nanjing 210094)
  • Received:2009-08-11 Revised:2009-09-28 Published:2010-06-10 Online:2010-06-10

PDF

1573

被引次数

4

摘要：

以高活性无水四甲基氟化铵（TMAFanh.）为氟化试剂，优化反应的条件为：n(Substrate)∶n(TMAFanh.)=1∶1.4、DMF用量为0.4 L/mol Substrate，由硝基芳烃化合物经低温氟代脱硝反应合成了含氟芳香族化合物，反应温度80~100 ℃，反应时间1~5 h，氟代产物收率19.4%~99.0%。 反应具有原料易得、工艺简单、条件温和、产物收率高和副反应少等优点。

关键词: TMAFanh., 硝基芳烃, 含氟芳香族化合物, 氟代脱硝

Abstract:

An efficient method for the synthesis of fluoroaromatics with tetramethylammonium fluoride(TMAFanh.) as fluorination agent via the fluorodenitration reaction was reported. Fluoroaromatics were obtained from TMAFanh. and nitroaromatics by simply stirring them together at 80~100 ℃ for 1~5 h in an anhydrous solution of DMF in 19.4%~99.0% yields. The nucleophilic fluorinating method has the advantages of mild reaction conditions, high yields, easy workup and no phenol or ether sideproducts were detected in the reaction.

Key words: tetramethylammonium fluoride, nitroaromatics, fluoroaromatics, fluorodenitration

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