大学化学2024，Vol.39Issue(8)：331-337,7.DOI:10.12461/PKU.DXHX202403012
由4-羟基苯乙酮制备对乙酰氨基酚的两步合成实验设计
Experimental Design for the Two-Step Synthesis of Paracetamol from 4-Hydroxyacetophenone
摘要
Abstract
A two-step synthetic experiment to produce paracetamol from 4-hydroxyacetophenone was designed for undergraduate organic chemistry courses.The experiment begins with the condensation of 4-hydroxyacetophenone with hydroxylamine to form 4-hydroxyacetophenone oxime.This oxime then undergoes a Beckmann rearrangement catalyzed by cyanuric chloride to yield paracetamol.The experiment incorporates several essential organic laboratory techniques,such as reflux,extraction,drying,filtration,rotary evaporation,thin-layer chromatography,and column chromatography,providing students with comprehensive training in organic synthesis.By synthesizing a compound of significant medical and economic value,the experiment demonstrates practical applications of organic synthesis,thereby enhancing student interest in organic chemistry.Additionally,the use of a small molecule organic catalyst for the Beckmann rearrangement deepens students'understanding of the principles of organic catalysis and the mechanism of the Beckmann rearrangement.关键词
对乙酰氨基酚/酮肟化/Beckmann重排/有机催化Key words
Paracetamol/Ketone oximation/Beckmann rearrangement/Organic catalysis分类
社会科学引用本文复制引用
匡永清,刘劼,冯见君,杨文,蔡双莲,史玲..由4-羟基苯乙酮制备对乙酰氨基酚的两步合成实验设计[J].大学化学,2024,39(8):331-337,7.基金项目
湖南省普通高校教学改革研究立项项目(HNJG-2020-0109) （HNJG-2020-0109）
