冠醚催化邻氯苯甲酸直接碘代合成2-氯-5-碘苯甲酸  

Synthesis of 2-chloro-5-iodobenzoic Acid by Direct Iodination of Ortho-chlorobenzoic Acid Catalyzed by Crown Ether

作　　者：何小兵 聂翰珏 李国祥 李小港 He Xiaobing;Nie Hanjue;Li Guoxiang;Li Xiaogang(Jiangxi Sitaili Pharmaceutical Co.,Ltd.,Jiangxi,331200;College of Chemsitry and Bioengineering,Yichun University,Jiangxi,336000)

机构地区：[1]江西司太立制药有限公司,江西331200 [2]宜春学院化学与生物工程学院,江西336000

出　　处：《当代化工研究》2025年第4期161-163,共3页Modern Chemical Research

摘　　要：2-氯-5-碘苯甲酸是药物合成中间体,主要用于合成降糖药物达格列净。邻氯苯甲酸直接碘代制备2-氯-5-碘苯甲酸工艺简单,但是存在转化率低、选择性差及“三废”多的缺点。硫酸与二氯甲烷组成混合溶剂,I2/KIO4为碘代试剂,加入18-冠醚-6催化,邻氯苯甲酸转化率可达99%,2-氯-5-碘苯甲酸选择性可达93%。反应结束后,硫酸进行循环利用,硫酸循环利用6次后,邻氯苯甲酸仍然保持较高转化率(95%),2-氯-5-碘苯甲酸选择性也能达到93%。2-chloro-5-iodobenzoic acid,an imporant pharmaceutical intermediates,primarily used in the synthesis of the hypoglycemic drug such as dapagliflozin.Process of the directly iodination of ortho-chlorobenzoic acid was used as an a facile method to synthesize 2-chloro-5-iodo-benzoic acid.However,this process has the disadvantage of low conversion rate,poor selectivity,and a high amount of three wastes.In this process,I2/KIO4 used as reagent,sulfuric acid and dichloromethane employed as solvent,a phase transfer catalyst such as 18-crown-6 ether is used to pro-mote the reaction,and the conversion of ortho-chlorobenzoic acid can reach up to 99%,and the 93%selectivity of 2-chloro-5-iodobenzoic acid can be obtained.After the reaction completed,sulfuric acid is reused in the next cycle.After six cycles,the yield of ortho-chlorobenzoic acid remains 95%,with an overall selectivity of 93%.

关 键 词：相转移催化剂 2-氯-5-碘苯甲酸 合成 绿色化学 

分 类 号：O65[理学—分析化学]