创新型综合实验:苯甲酰苯胺的合成  

Innovative Comprehensive Experiment:Synthesis of Benzanilide

作　　者：孙京国[1] 蔡乐 刘家伟 孙晓兵 郭永岩 吴紫罗 史莹莹 冯玉玲[1] SUN Jing-Guo;CAI Le;LIU Jia-Wei;SUN Xiao-Bing;GUO Yong-Yan;WU Zi-Luo;SHI Ying-Ying;FENG Yu-Ling(National Demonstration Center for Experimental Chemistry Education,College of Chemistry and Maternals Science,Hebel Normal University,Shijiazhuang 050024,China)

机构地区：[1]河北师范大学化学与材料科学学院化学国家级实验教学示范中心,河北石家庄050024

出　　处：《化学教育（中英文）》2020年第22期62-66,共5页Chinese Journal of Chemical Education

基　　金：河北省高等教育教学改革研究与实践项目(2018GJJG106);河北师范大学大学生创新创业训练计划项目(201910094089)。

摘　　要：肟化反应和贝克曼重排反应是高校化学专业重要的基础有机实验,现行的实验教材常采用由环己酮制备己内酰胺,该实验存在反应过程难监测,反应后处理损失大,收率低,实验效果不理想等问题。以二苯甲酮为原料,经肟化、贝克曼重排合成苯甲酰苯胺,产物经1H NMR、13C NMR、IR等确证分子结构。研究结果表明:苯甲酰苯胺合成反应平稳,实验现象明显,后处理简便,收率较高。通过TLC监测反应进程,能使学生对反应过程有清楚的认知和掌控。实验内容和时间适合大学实验要求,实验综合性强,拓展空间大,能够有效训练学生的创新思维和科研意识,提高学生的实验技能。Oximation reaction and Beckmann rearrangement reaction are important basic experimental contents of organic chemistry specialty in colleges and universities. Current experimental textbooks often use cyclohexanone to prepare caprolactam. However, There is a great loss in the post-treatment of the reaction, resulting in a low yield and it is difficult to monitor the reaction. The experimental results are not ideal. We used benzophenone as reactant to synthesize benzanilide by oximation reaction and Beckmann rearrangement reaction. The product was confirmed by 1H NMR, 13C NMR, IR ect. The experimental results show that the reaction of benzanilide is stable, the reaction phenomenon is clear, the post-treatment is simple, and the yield is high. Monitoring the progress of the reaction through TLC enables students to have a clear understanding and control over the reaction process. The experimental content and time are suitable for the requirements of university experiments. The experiment is comprehensive and has a large expansion space. It can effectively train students’ innovative thinking and scientific research consciousness and improve students’ experimental skills.

关 键 词：肟化 贝克曼重排 苯甲酰苯胺 二苯甲酮 

分 类 号：O625.631-4[理学—有机化学] G642.423[理学—化学]