摘要
采用Gaussian03程序,应用密度泛函量化计算(DFT)方法,在B3LYP/6-31G机组水平上通过构型优化、热力学分析、电荷分布等分析,从理论上研究了乙酰乙酸乙酯与邻苯二胺制备N-邻苯氨基-β-烯胺酯的反应,提出了该反应可能的机理,并在此理论前提下对该反应进行了实验研究.实验结果表明:N-邻苯氨基-β-烯胺酯为反应的主要产物,和理论研究结果相符;以二氯甲烷为溶剂,冰醋酸为催化剂,在加热回流的条件下,N-邻苯氨基-β-烯胺酯的产率可达92%.该方法反应条件温和,操作简便,收率稳定.
A theoretical study on the reaction of ethyl acetoacetate with o-phenylenediamine was made by geometry optimization, thermodynamic analysis, and the charge distribution analysis. The mechanism of the reaction was put forward. The experimental research was performed for the reaction of ethyl acetoacetate with o-phenylenediamine. The results show that the N-aminophenyl-β-enamine ester was major product with 92 % yield by using dichloromethane as solvent, glacial acetic acid as catalyst under heating reflux condition. The method has advantages in terms of stable product yield, operational simplicity （easy work up of reactions）,and environmental friendliness （non-corrosive reagent）.
出处
《河北师范大学学报（自然科学版）》
CAS
北大核心
2013年第2期160-164,共5页
Journal of Hebei Normal University：Natural Science
基金
国家自然科学基金(21276064)
河北省教育厅科研基金(2008320)
河北师范大学科研基金(L2011Y04)
河北师范大学研究生基金
