3-乙酰基-4-羟基苯甲酸的合成及正交工艺优化  

SYNTHESIS OF 3-ACETYL-4-HYDROXYBENZOIC ACID AND ORTHOGONAL OPTIMIZATION OF THE PROCESS

作　　者：张茂风 俞颖洁 单春伟 杨沁宜 姚琳琳 Zhang Maofeng;Yu Yingjie;Shan Chunwei;Yang Qinyi;Yao Linlin(College of Pharmacy, Taizhou Polytechnic College, Taizhou 225300, Jiangsu, China;Jiangsu Intelligent Pharmaceutical Industry-Education Integration Center, Taizhou 225300, Jiangsu, China)

机构地区：[1]泰州职业技术学院药学院,江苏泰州225300 [2]江苏省智能制药产教融合中心,江苏泰州225300

出　　处：《精细石油化工》2021年第1期44-47,共4页Speciality Petrochemicals

基　　金：江苏省自然科学基金(BK20190246);江苏省高校自然科学研究项目(19KJB350011);泰州职业技术学院科研项目(TZYKY-18-30)。

摘　　要：以4-乙酰氧基苯甲酸甲酯为原料,经无溶剂的Fries重排法合成了3-乙酰基-4-羟基苯甲酸,并对其结构进行了表征。采用L9(34)正交实验,考察了物料投料比、反应温度和反应时间等参数对目标产物收率的影响,并对重排反应机理进行了探讨。结果表明,3-乙酰基-4-羟基苯甲酸的最佳合成工艺为:n(4-乙酰氧基苯甲酸甲酯)∶n(无水三氯化铝)=1∶3、反应温度170℃、反应时间2 h,在此条件下,产物收率达95%。3-Acetyl-4-hydroxybenzoic acid was synthesized by solvent-free Fries rearrangement method with methyl 4-acetoxybenzoate as a raw material,and the structure of title product was characterized.The effect of feeding ratio,reaction temperature and reaction time on the yield of target product was investigated by L9(34)orthogonal experiment.The mechanism of rearrangement reaction is discussed.The results show that the optimal synthetic conditions are as follows:the ratio of methyl 4-acetoxybenzoate to anhydrous aluminum trichloride is 1∶3,under the reaction temperature of 170℃and the reaction time of 2 h with the yield of 95%.

关 键 词：3-乙酰基-4-羟基苯甲酸 无溶剂法 FRIES重排 正交实验 合成 

分 类 号：O625.54[理学—有机化学] O625.56[理学—化学]