5-(5-甲酰基噻吩)-10,20-苯基-15-萘基卟啉的合成研究

Study on the synthesis of 5-(5-formylthiophene)-10,20-phenyl-15-naphthyl porphyrin

以吡咯和苯甲醛为原料合成了5-苯基-2,2′-二吡咯甲烷,利用[2+2]合成法合成了5-噻吩基-10,20-苯基-15-萘基卟啉,再利用Vilsmerier反应合成了目标化合物,目标化合物的结构经IR,MS和1 H NMR确证。考察了反应时间、物料比对目标化合物收率的影响,确定了最佳反应条件:物料比n(DMF)∶n(POCl3)∶n(化合物Ⅱ)=20∶20∶1,反应温度为以1,2-二氯乙烷为溶剂条件下的回流温度,反应时间为24h。

The important intermediate 5-thienyl-10,20-phenyl-15-naphthyl porphyrin is obtained using 5-phenyl-2,2′-dipyrromethane which is synthesized from raw materials of pyrrole and benzaldehyde with Alder method.The target compound is achieved via Vilsmerier reaction and the structure is confirmed by IR,MS and 1 H NMR.The optimized conditions are as follows：n（DMF）∶n（POCl3）∶n（compound Ⅱ）=20∶20∶1,reaction temperature of reflux condition and reaction time of 24h.