氯球嫁接L-脯氨酸绿色催化合成香豆素-3-羧酸酯  

Green catalyzed synthesis of coumarin-3-carboxylate by grafting L-proline on PS

作　　者：蒋卫华[1] 黄湖 滕巧巧 孟启[1] JIANG Wei-hua;HUANG Hu;TENG Qiao-qiao;MENG Qi(School of Petrochemistry Enginerring,Changzhou University,Changzhou 213164,China)

机构地区：[1]常州大学石油化工学院,江苏常州213164

出　　处：《化学研究与应用》2024年第3期674-680,共7页Chemical Research and Application

基　　金：中石油科技创新基金项目(2021DQ 02-1104)资助。

摘　　要：将L-脯氨酸嫁接在树脂氯球上,催化水杨醛及其衍生物和丙二酸酯直接合成香豆素-3-羧酸酯类物质,反应具有选择性强、产率高、成本低、三废少、后处理简单、催化剂可以多次重复使用等优点,符合绿色催化的特性。实验表明:反应在100℃下,醛和酯的摩尔比为1:1.2,催化剂的用量1 g,10 mL DMF中反应5h,反应的选择性≥98%,产率高达92%;催化剂循环使用6次反应的产率仍在85%以上。在此优化的反应条件下,高效合成了一系列其他香豆素-3-羧酸酯类物质,产品的结构和纯度通过了NMR、IR和熔点等手段进行了鉴定。The synthesis of coumarin-3-carboxylic acid esters from salicylaldehyde or its derivatives and diester malonate were catalyzed by grafting L-proline onto PS.The green nature of such methodology was proven by characteristics of remarkable selectivity,high yield,low cost,less waste,simple work-up and reusability of the catalyst.It was shown that when the molar ratio of aldehyde to ester was 1:1.2,and the catalyst dosage was 1 g in 10 mL DMF at 100 ℃ for 5 h,the product selectivity was above 98%,and the yield surpassed 92%.The yield still exceeded 85% after recycling for 6 times.Under the optimized reaction conditions,a series of coumarin-3-carboxylate esters were synthesized,the identity and purity of which were characterized by NMR,IR and melting point analyses.

关 键 词：香豆素 水杨醛 丙二酸二乙酯 氯球 香豆素-3-羧酸酯 

分 类 号：O626[理学—有机化学]