高等学校化学学报 ›› 1985, Vol. 6 ›› Issue (1): 45.

• 研究论文 • 上一篇    下一篇

2'-羟基-1',3'-苯撑二亚甲基冠醚的合成

王德枌, 蒋培华, 胡宏纹   

  1. 南京大学化学系
  • 收稿日期:1983-06-30 出版日期:1985-01-24 发布日期:1985-01-24

Synthesis of 2'-Hydroxy-1',3'-Xylyl Crown Ethers

Wang Defen, Jiang Peihua, Hu Hongwen   

  1. Department of Chemistry, Nanjing University, Nanjing
  • Received:1983-06-30 Online:1985-01-24 Published:1985-01-24

摘要: 2,6-二羟甲基-4-氯苯甲醚(3)和2,6-二羟甲基-4-苯基苯甲醇(4)与三缩四乙二醇和四缩五乙二醇的二对甲苯磺酸酯在含有叔丁醇钾的无水四氢呋喃中反应生成甲氧基冠醚5—7。后者与过量无水碘化锂在无水吡啶中廻流有选择性地除去甲基而不影响大环苄醚基的破裂生成三种2'-羟基-1',3'-亚苯基二甲基冠醚8—10,产率为85—89%。

Abstract: Condensation of 4-chloro-2, 6-bis(hydroxymethyl)-l-methoxy benzene and 4-pheny 1-2, 6-bis(hydroxymethyl)-l-methoxy benzene with the appropriate oligoethyleneglycol ditcsylate in anhydrous tetrahydrofuran containing potassium t-butoxide produced the methoxy crown ethers 5-7.Ref-luxing 5-7 with anhydrous lithium iodide in dry pyridine gave 2'-hydroxy-1', 3'-xylyl crown ethers in 85-89% yield.

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