Abstract:

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 ¹H-NMR，¹³C-NMR and FT-IR.

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。