应用化学

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芴的9位羟甲基化反应产物的影响因素

闫皙,李效军*   

  1. (河北工业大学化工学院 天津 300130)
  • 收稿日期:2013-07-15 修回日期:2013-09-22 出版日期:2014-05-10 发布日期:2014-05-10
  • 通讯作者: 李效军,教授; Tel:022-60202469; Fax:022-26564733; E-mail:lixiaojun@hebut.edu.cn; 研究方向:药物及精细化工中间体合成

Factors on Products of 9-Hydroxymethylation Reaction of Fluorene

YAN Xi, LI Xiaojun*   

  1. (School of Chemical Engineering,Hebei University of Technology,Tianjin 300130,China)
  • Received:2013-07-15 Revised:2013-09-22 Published:2014-05-10 Online:2014-05-10
  • Contact: Xiao-jun Li
  • About author:LI Xiaojun Professor, Tel:022-60202469; Fax:022-26564733; Email:lixiaojun@hebut.edu.cn; Research interest:synthesis of pharmaceutical and fine chemical intermediates

摘要: 以聚甲醛为羟甲基化试剂,研究了碱的种类、反应温度和反应时间等因素对芴与聚甲醛发生羟甲基化反应产物类型的影响。 结果表明,提高碱的强度有利于生成9,9-双羟甲基芴,升高温度和延长反应时间则有利于生成9,9′-亚甲基双芴。 通过控制反应条件,有可能优先生成9-芴甲醇或9,9-双羟甲基芴或联产这2个化合物。

关键词: 芴, 羟甲基化反应, 芴甲醇, 双羟甲基芴

Abstract: Given acidic protons on the 9 position, flourene undergoes hydroxymethylation reaction with paraformaldehyde in the presence of base. The effects of bases, reaction temperature and reaction time on the distribution of products were studied. The results indicate that the stronger the base, the more 9,9-bishydroxymethylflourene is produced. In the meanwhile, elevated reaction temperature and prolonged the reaction time result in more 9,9′-methylene diflourene. By controlling the reaction conditions intentionally it is possible to produce 9-fluorenyl methanol or 9,9-bishydroxymethylflourene selectively or both in one pot.

Key words: fluorene, hydroxymethylation reaction, fluorenyl methanol, bishydroxymethylfluorene

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