摘要
以对甲酚为原料,在无溶剂、无AlCl3催化条件下利用Fries重排、氯甲基化、胺基化、水解等反应合成2 (N,N 二羧甲基)氨甲基 6 苯甲酰基 4 甲基苯酚.并通过元素分析、1HNMR、IR、Raman和MS对所得化合物的结构进行表征.探讨实验中的Fries重排、胺基化反应.结果发现:在无溶剂下进行Fries重排,不但操作简便而且产率也较高;N 烷基化反应后续的水解反应中采用的BaSO4沉淀促进水解、超声波分散等方法使产物有较高的产率和纯度.
2-(N,N-biscarboxymethyl)aminomethyl-6-benzoyl-4-methylphenol was synthesized from 4-methylphenol through a sequence of reaction, esterfication by benzoyl chloride, Fries rearrangement catalyzed by AlCl_3 without any solvent, chloromethylation by formaldehyde and concentrated HCl, amination by diethyl iminodiacetate using TEA as a proton absorbent, hydrolysis by Ba(OH)_2 solution. The reaction conditions involved in the synthetic route were studied and the structure of the title compound was characterized by elemental analysis, IR, HNMR, Raman and MS. The reaction of Fries rearrangement and amination was studied. The results show that this method has advantages of good yield and simple operation.
出处
《沈阳化工学院学报》
2004年第4期259-262,共4页
Journal of Shenyang Institute of Chemical Technolgy
基金
国家自然科学基金(20172036)
教育部中法合作项目资助课题
关键词
合成
FRIES重排
胺基化
超声波
synthesis
Fries rearrangement
amination
ultrasonic wave
