2-羟基-4-甲氧基-5-磺酸基二苯甲酮的合成  

Synthesis of 2-hydroxy-4-methoxy-5-sulfonic acid benzophenone

作　　者：赵德明[1] 韩太平[1] 赵秋霞[2] 张建庭[1] 金宁人[1] 

机构地区：[1]浙江工业大学化学工程与材料学院,浙江杭州310032 [2]杭州民生药业有限公司,浙江杭州310011

出　　处：《化工进展》2011年第4期857-861,870,共6页Chemical Industry and Engineering Progress

基　　金：浙江省自然科学基金(Y5100075);中国博士后科学基金(20100471716)项目

摘　　要：采用间苯二甲醚为原料,经酰化、脱甲基、磺化一系列的反应合成2-羟基-4-甲氧基-5-磺酸基二苯甲酮,并对其物料配比、催化剂用量、反应温度以及反应时间等因素作了探索。结果表明酰化反应较佳条件为:以二氯甲烷为溶剂,n(间苯二甲醚):n(苯甲酰氯):n(无水AlCl3)=1:1.05:1.05,反应温度0～5℃,反应时间3 h。脱甲基反应较佳条件为:以二氯甲烷为溶剂,n(2,4-二甲氧基二苯甲酮):n(无水AlCl3)=1:1.05～1.10,反应温度20～25℃,反应时间3 h;磺化反应较佳条件为:以乙酸乙酯为溶剂,n(2-羟基-4-甲氧基二苯甲酮):n(氯磺酸)=1:1.05,室温反应12 h。以间苯二甲醚计总收率为72.35%,2-羟基-4-甲氧基-5-磺酸基二苯甲酮的HPLC纯度为99.31%。2-羟基-4-甲氧基-5-磺酸基二苯甲酮及中间体产品结构经1H-NMR、13C-NMR和FT-IR分析表征确认。Through acetylation,demethylation and sulfonation,2-hydroxy-4-methoxy-5-sulfonic acid benzophenone was synthesized from resorcinol and the experimental conditions,such as materials ratio,reaction temperature and reaction time,were investigated.Proper experimental conditions for acetylation reaction were found as：n（1,3-dimethoxy benzene）：n（benzoyl chloride）：n（anhydrous AlCl3）= 1：1.05：1.05,reaction temperature 0-5 ℃,reaction time 3 h;proper demethylation reaction conditions were found as：n（2,4-dimethoxy-benzophenone）：n（anhydrous AlCl3）= 1：（1.05～1.10）,reaction temperature 20-25 ℃,reaction time 3 h;proper experimental conditions for sulfonation reaction were found as：n（2-hydroxy-4-methoxy benzophenone）：n（chlorosulfonic acid）= 1：1.05,room temperature.The yield of 2-hydroxy-4-methoxy-5-sulfonic acid benzophenone was 72.35% based on 1,3-dimethoxy benzene and the purity was 99.21% as determined by HPLC.The molecular structures of 2-hydroxy-4-methoxy-5-sulfonic acid benzophenone and its intermediates were identified by 1↑H-NMR,13↑C-NMR and FT-IR.

关 键 词：2-羟基-4-甲氧基-5-磺酸基二苯甲酮 酰化 脱甲基 磺化 

分 类 号：TQ247.5[化学工程—有机化工]