5-氨基-2,4-二羟基苯甲酸的合成工艺优化  

Optimization of synthesis process of 5-amino-2,4-dihydroxybenzoic acid

作　　者：吴弼辰 吴纯鑫[1] 赵德明[1] WU Bichen;WU Chunxin;ZHAO Deming(College of Chemical Engineering,Zhejiang University of Technology,Deqing 313299,China)

机构地区：[1]浙江工业大学化学工程学院,浙江德清313299

出　　处：《石油化工》2025年第2期173-178,共6页Petrochemical Technology

基　　金：江苏省重大科技计划支撑项目(BE2011129);浙江省教育厅项目(Y201121211)。

摘　　要：以间苯二酚为原料,经Kolbe-Schmitt反应、硝化及还原等反应合成了AB型单体5-氨基-2,4-二羟基苯甲酸(ADHBA),利用FTIR,1H NMR,EI-MS对产物结构进行了表征,并优化了合成条件。实验结果表明,在n(间苯二酚)∶n(碳酸氢钠)=1∶3、水为溶剂、100℃、反应4 h的条件下产物2,4-二羟基苯甲酸的HPLC纯度为99.8%、收率为68.4%。在n(2,4-二羟基苯甲酸)∶n(硝酸)=1∶2、乙腈为溶剂、反应温度45℃、反应时间3.5 h的条件下产物5-硝基-2,4-二羟基苯甲酸(DHNBA)的HPLC纯度为99.7%、收率为60.2%。在Pd/C为催化剂、水为溶剂、m(Pd/C)∶m(DHNBA)∶m(水)=1∶20∶1000、氢气压力0.4 MPa、反应时间6 h、反应温度50℃的条件下产物ADHBA的HPLC纯度为98.6%,收率为73.2%。The AB-type monomer 5-amino-2,4-dihydroxybenzoic acid(ADHBA)was successfully synthesized via Kolbe-Schmitt,nitrification,and reduction reactions by using resorcinol as material.The structures of products were characterized by FTIR,1H NMR,and EI-MS,and the synthetic conditions were optimized.The experimental results show that when n(resorcinol)∶n(sodium bicarbonate)is 1∶3,water serves as a solvent,the reaction temperature is 100℃,and the reaction time is 4 h,the purity and yield of 2,4-dihydroxybenzoic acid determined by HPLC are 99.8%and 68.4%,respectively.When n(2,4-dihydroxybenzoic acid)∶n(nitric acid)is 1∶2,acetonitrile serves as a solvent,the reaction temperature is 45℃,and the reaction time is 3.5 h,the purity and yield of 5-nitro-2,4-dihydroxybenzoic acid(DHNBA)determined by HPLC are 99.7%and 60.2%,respectively.When Pd/C and water serve as catalyst and solvent,m(Pd/C)∶m(DHNBA)∶m(water)is 1∶20∶1000,the pressure of H2 is 0.4 MPa,the reaction temperature is 50℃,and the reaction time is 6 h,the purity and yield of ADHBA determined by HPLC are 98.6%and 73.2%,respectively.

关 键 词：间苯二酚 5-氨基-2 4-二羟基苯甲酸 Kolbe-Schmitt反应 硝化反应 还原反应 

分 类 号：TQ245.12[化学工程—有机化工]