[DMAP-PEG1000-DIL][BF4]催化合成4H-苯并吡喃-4-亚磷酸酯

Synthesis of 4H-Chromen-4-yl-phosphonates Catalyzed by [DMAP-PEG1000-DIL][BF4]

摘要:

以水溶性高分子聚乙二醇为原料，合成了一种聚乙二醇（PEG）接枝4-二甲氨基吡啶（DMAP）双阳离子功能化离子液体（[DMAP-PEG1000-DIL][BF4]）。采用1HNMR、13CNMR、FTIR、ESI-MS和TGA对其结构和热稳定性进行了表征。在[DMAP-PEG1000-DIL][BF4]用量为10%（以水杨醛的物质的量为基准，下同）、反应温度为100℃的条件下，不同取代基的水杨醛与丙二腈和亚磷酸三乙酯在水相中反应，制备了一系列4H-苯并吡喃-4-亚磷酸酯化合物，产率为83% ~ 94%。该反应以水为溶剂，催化剂可重复使用5次，符合绿色化学的基本要求。

Abstract:

A novel poly (ethylene glycol) grafted 4-dimethylaminopyridine dicationic functionalized ionic liquid ([DMAP-PEG1000-DIL][BF4]) was synthesized with water-soluble polymer poly (ethylene glycol) as raw material. Its structure and thermal stability were characterized by 1HNMR, 13CNMR, FTIR, ESI-MS and TGA. A series of 4H-chromen-4-yl-phosphonates in yields of 83%~94% were prepared by one-pot, three-component reactions of different substituted salicylaldehyde with malononitrile and triethyl phosphite in water under the conditions of [DMAP-PEG1000-DIL][BF4] dosage being 10 mol% different substituted salicylaldehyde and reaction temperature 100℃. This reaction used water as solvent and the catalyst could be reused for five times, which met the basic requirements of green chemistry.