摘要
发展了超声波辅助下PPh3和I2共催化的室温Beckmann重排反应。首先,以二苯甲酮肟为底物对Beckmann重排反应条件进行了优化。结果表明,超声波辅助下,以10 mol%PPh3和10 mol%I2为催化剂、二氯甲烷为溶剂,二苯甲酮肟在室温下即可完成Beckmann重排反应（20 min）,并以95%的分离收率得到N-苯基苯甲酰胺。然后,采用其他的肟研究了超声波辅助下,PPh3和I2共催化的室温Beckmann反应的底物普适性。结果表明,取代二苯甲酮肟、取代苯乙酮肟、吡啶乙酮肟均可顺利进行Beckmann重排反应,并能以很好的产率得到产物。采用1HNMR、13CNMR、DEPT 135、DEPT90、GC-MS等手段对9种Beckmann重排产物酰胺进行了全面表征,并测定了这些酰胺的Rf值和熔点。
In this work,a room temperature Beckmann rearrangement reaction with the ultrasonic-assisted was developed,which is catalyzed by PPh3 and I2.Firstly,the reaction conditions of Beckmann rearrangement were optimized with benzophenone oxime as a substrate.And the results showed that using 10 mol% PPh3 and 10 mol% I2 as the catalyst,dichloromethane as the solvent could help benzophenone oxime to complete the room temperature Beckmann rearrangement reaction（20 min） and obtain the N-phenylbenzamide at an isolated yield of 95%.Then,the other oximes were used to research the universality of the Beckmann rearrangement reaction＇ substrateat room temperature.This work have shown that substituted benzophenone oxime,substituted acetophenone oxime and pyridine oxime successfully carried out the Beckmann rearrangement reaction and the product could be obtained in a very good yield.In the study,9 kinds of Beckmann rearrangement products amides were fully characterized by1 HNMR,13 CNMR,DEPT 135,DEPT 90 and GC-MS.The Rfvalues and melting points of these amides were determined.
作者
赵春阳
董书达
尹钰芸
李昊
金城安
何静耀
ZHAO Chun-yang, DONG Shu-da, YIN Yu-yun, LI Hao , JIN Cheng-an, HE Jing-yao(College of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing 312008, Chin)
出处
《化学试剂》
CAS
北大核心
2018年第5期502-506,共5页
Chemical Reagents
