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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (2): 297-300. 上一篇    下一篇

研究简报

无溶剂法合成杯[4]芳烯星形化合物

梁娅，刘秀明，孙光远，魏荣宝*   

  1. (天津理工大学化学化工学院 天津 300191)
  • 收稿日期:2006-11-13 修回日期:2007-06-30 发布日期:2008-02-01
  • 通讯作者: 魏荣宝

Solvent-Free Synthesis of Calix[4]resorcinarene Star Compound

LIANG Ya,LIU Xiu-Ming,SUN Guang-Yuan,WEI Rong-Bao*   

  1. (School of Chemistry & Chemical Engineering, Tianjin University of Technology, Tianjin 300191)
  • Received:2006-11-13 Revised:2007-06-30 Published:2008-02-01
  • Contact: WEI Rong-Bao

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以对苯二甲醛、乙酸酐为原料合成对苯二甲醛单缩醛, 接着与间苯二酚反应, 制备了含醛基杯[4]芳烯. 利用季戊四醇与含醛基杯[4]芳烯反应, 进而再与3-[4-(2,5-二氧杂环戊基)苯基]-9-[4-二(甲羰氧基)甲基苯基]-2,4,8,10-四氧杂螺环[5.5]十一烷反应, 合成了杯[4]芳烯星形化合物, 收率为65.2%. 产品结构经 IR, 1H NMR, MS 和元素分析进行了表征.

关键词: 无溶剂法, 杯[4]芳烯, 星形化合物, 对苯二甲醛, 季戊四醇

The p-phenylenedialdehyde mono-acetal was prepared by the reaction of p-phenylenedialdehyde with acetic anhydride in the presence of InBr3. The calix[4]resorcinarene was prepared using the p-phenylenedialdehyde mono-acetal and resorcinol as starting materials. By pestling pentaerythritol and calix[4]resorcinarene, and then pestling the intermediate and 3-[4-(dioxolan-2'-yl)phenyl]-9-(4-diacetoxymethyl)phenyl-2,4,8,10-tetraoxaspiro[5.5]undecane, the calix[4]resorcinarenes star compound was synthe- sized under a solvent-free condition. After the pestling, the mixture was washed with water and recrystallised from the mixture of ethanol and acetone (V∶V＝1∶1). The product and intermediates were characterized by IR, 1H NMR, MS spectra and elemental analysis.

Key words: calix[4]resorcinarene, solvent-free synthesis, star compound, p-phenylene- dialdehyde, pentaerythritol