铜基金属有机框架材料催化Friedlander反应实验教学探索  

Exploration on Experimental Teaching of Metal organic frameworks based on copper metal as a heterogeneous catalyst for the Friedlander reaction

作　　者：杨依法 杜旭朝 曾宇曦 任相伟 赵温涛[1,2,3] 张万东[1,2,3] YANG Yifa;DU Xuzhao;ZENG Yuxi;REN Xiangwei;ZHAO Wentao;ZHANG Wandong(School of Science,Tianjin University,Tianjin 300354,China;National Demonstration Center for Experimental Chemistry&Chemical Engineering Education,Tianjin University,Tianjin 300354,China;National Virtual Simulation Experimental Teaching Center for Chemistry&Chemical Engineering Education,Tianjin University,Tianjin 300354,China)

机构地区：[1]天津大学理学院,天津300354 [2]天津大学化学化工国家级实验教学示范中心,天津300354 [3]天津大学化学化工国家级虚拟仿真实验教学中心,天津300354

出　　处：《实验室研究与探索》2020年第2期165-168,共4页Research and Exploration In Laboratory

基　　金：国家自然科学基金项目(50876122);2014年天津大学本科实验教学改革与研究项目(2014066)。

摘　　要：以铜基金属有机框架材料为非均相催化剂,研究其催化Friedl?nder反应合成喹啉衍生物的催化性能,并对催化剂Cu(BDC)在反应体系中的多相性、稳定性、循环使用性及普适性进行了探讨。实验结果表明,合成喹啉衍生物的最佳反应条件为:反应物醇酮物质的量比为1.5∶1,Cu(BDC)的用量为5 mol%,DMF为溶剂,反应时间为1 h,反应温度为70°C,色谱产率接近100%。综上所述,此反应符合基础有机化学实验的要求。A series of quinoline derivatives has been synthesized in excellent yields by the Friedl?nder reaction of 2-aminobenzyl alcohol and acetophenone catalyzed by the metal organic frameworks based on copper metal using DMF as a solvent.The stability and heterogeneity of the catalyst is evidenced by the results of a heterogeneity test,and the catalyst can be reused several times without a significant degradation in catalytic activity.Furthermore,Cu(BDC)also had certain catalytic activities between a range of acetophenone with different substituent and 2-aminobenzyl alcohol,which reveal Cu(BDC)is a versatile catalyst for the Friedl?nder reaction.The optimum synthesis condition is that the molar ratio of 2-amino benzyl alcohol and acetophenone is 1.5∶1,the reaction mixture was stirred at 70°C for 1 h,at 5 mol%Cu(BDC)catalyst,then the gas chromatographic yields is 100%.The experimental results show that this reaction meets the requirements of basic organic chemistry experiments.

关 键 词：Friedlander反应 金属有机框架材料 非均相催化 基础有机化学实验 

分 类 号：O611.4[理学—无机化学] O621.3[理学—化学]