含醛基功能化离子液体为载体液相合成氨基醚类化合物  

Solution Phase Parallel Synthesis of Amino-ether Compounds Using Aldehyde-Functionalized Ionic Liquid as Support

作　　者：易封萍[1] 孙海洋[1,2] 潘仙华[1] 

机构地区：[1]上海应用技术学院香料香精技术与工程学院,上海200235 [2]上海海洋大学食品学院,上海201306

出　　处：《化学学报》2009年第11期1237-1242,共6页Acta Chimica Sinica

基　　金：上海市教委重点(No.06ZZ82)资助项目

摘　　要：以1-甲基咪唑、对二氯苄、对羟基苯甲醛和四氟硼酸钠为原料,制备了一种含醛基的新型功能化离子液体1-(4-对甲酰基苯氧基亚甲基苄基)-3-甲基咪唑四氟硼酸盐(简写为[fmmim][BF4]).为拓展功能化离子液体为载体的液相合成反应体系,以该含醛基功能化离子液体为可溶性液相载体,进行了Williamson醚化的合成反应,较高产率和纯度得到了一系列氨基醚类化合物,切割后得到的目标化合物不需要进行进一步的柱色谱纯化处理,产率为81%～85%,纯度为96%～99%.回收得到的功能化离子液体可以重复套用多次而不影响其功效,目标化合物的产率在81%～84%之间波动.结果表明该方法可高效率地用于基于Williamson醚化反应的液相组合化学合成.The facile and new type aldehyde functionalized ionic liquid 1-[4-（p-formylphenoxy methylene） benzyl]-3-methylimidazolium tetrafluoroborate （abbreviated as [fmmim][BF4]） was prepared via 1-methylimidazole, p-xylylene dichloride, p-hydroxybenzaldehyde and sodium tetrafluoroborate as raw materials. In order to develop the use of functionalized ionic liquids in solution phase parallel synthesis, amino-ether compounds were prepared via Williamson etherification using the aldehyde-functionalized ionic liquid as soluble support. The target compounds were obtained in good yields and high purities without column chromatographic purification after cleavage. The yields were 81%- 85%, and the purities were 96%-99%. The recovered functionalized ionic liquid could be reused for several times without affecting its activity, and the yields of desired compound was fluctuated between 81%-84%. These results indicated that the presented method could be applied efficiently to the solution-phase combinatorial chemistry based on Williamson etherification.

关 键 词：功能化离子液体 载体 氨基醚 液相合成 组合化学 

分 类 号：O621.2[理学—有机化学]