超声波激励法改进合成[2,7,12,18-四甲基-3,8-二(-1-羟基乙基)-13,17-二甲氧基羰基乙基]-卟啉

以氯化血红素(1)为原料,经过加成和取代反应制得血卟啉(2)。然后在超声波激励下,以血卟啉(2)作为原料,浓硫酸作为催化剂,甲醇既作溶剂又作反应剂,合成了2,7,12,18-四甲基-3,8-(-1-羟基乙基)-13,17-二甲氧基羰基乙基]-卟啉(血卟啉二甲酯,3),两步反应总产率达到74.8%。探讨了反应时间、催化剂用量以及超声功率对血卟啉二甲酯(3)合成的影响,并且将超声波激励法与加热搅拌法进行了比较。实验结果表明,同加热搅拌法相比,超声激励法反应时间更短,产率更高,副产物更少。产物结构通过1 H NMR、MS和IR测试技术进行了表征。

Ultrasound Promoted Synthesis of [2, 7, 12, 18-Tetramethyl-3, 8-bis (-1-hydroxy ethyl)-13, 17-bis-methoxycar bonylethyl]-porphyrin

Hematoporphyrin(2)was prepared through the reaction of addition and substitution from hemin(1).Then,under the usage of ultrasonic stimulation,the target product of2,7,12,18-tetramethyl-3,8-bis(-1-hydroxy ethyl)-13,17-bis-methoxycar bonylethyl]-porphyrin(3)was obtained from esterification reaction of methanol as both solvent and reagent,concentrated sulfuric acid as catalytic agent with hematoporphyrin(2).The total yield was 74.8%.The effects of time,dosage of catalytic agent,output power of ultrasound on the yields of product(3)were investigated,and the ultrasonic stimulation method was compared with the heating mixing method.The experimental results showed that comparing with the heating mixing method,ultrasonic stimulation had the advantages of shorter reaction time,higher yield and less by-products.The target products were characterized with 1 H NMR,MS and IR.