利用1,2,3-三甲氧基苯合成2,3,4,4′-四羟基二苯甲酮  

Synthesis of 2,3,4,4′-Tetrahydroxybenzophenone from 1,2,3-Trimethoxybenzene

作　　者：刘兰香[1] 黄维东 董刚 李坤[1] 马金菊[1] 张弘[1] LIU Lanxiang;HUANG Weidong;DONG Gang;LI Kun;MA Jinju;ZHANG Hong(Research Institute of Resources Insects,Chinese Academy of Forestry,Kunming 650224,China;Faculty of Chemical Engineering,Kunming University of Science and Technology,Kunming 650228,China;Faculty of Chemical Engineering,Kunming University of Science and Technology,Kunming 650500,China)

机构地区：[1]中国林业科学研究院资源昆虫研究所,云南昆明650224 [2]西南林业大学化学化工学院,云南昆明650228 [3]昆明理工大学化学工程学院,云南昆明650500

出　　处：《林产化学与工业》2021年第1期15-20,共6页Chemistry and Industry of Forest Products

基　　金：国家重点研发计划资助项目(2018YFD0600404)。

摘　　要：为解决2,3,4,4′-四羟基二苯甲酮(4HBP)的传统合成方法中原料易氧化的问题,采用羟基保护方法,以1,2,3-三甲氧基苯(TMB)和对甲氧基苯甲酸(p-AA)为原料、伊顿试剂为催化剂,1,2-二氯乙烷为溶剂,首次合成重要的中间体化合物2,3,4,4′-四甲氧基二苯甲酮(4TMP),然后在BBr3/CH2Cl2体系、无水无氧、低温的条件下,将4TMP进行脱甲基反应高效合成了目标产物4HBP,目标产物收率约为86.4%,纯度≥97.59%,各金属离子均小于18.60mg/kg。通过红外光谱、核磁共振谱、质谱等方法确证了中间产物和目标产物的结构。To prevent the oxidation of raw materials(pyrogallic acid and p-hydroxybenzoic acid)during the traditional synthesis of 2,3,4,4′-tetrahydroxybenzophenone(4HBP),an intermediate compound,2,3,4,4′-tetramethoxydibenzone(4TMP),was synthesized for the first time by the hydroxyl protection method.1,2,3-trimethoxybenzene(TMB)and p-anisic acid(p-AA)were used as the raw materials,and Eaton reagent and 1,2-dichloroethane were used as the catalyst and solvent,respectively.The target product,2,3,4,4′-tetrahydroxybenzophenone,was synthesized by demethylation of the intermediate in a BBr 3/CH 2 Cl 2 system with anhydrous,anaerobic and low temperature conditions.The yield of the target product was approximately 86.4%,and the purity was≥98.8%,the content of each metal ion was less than 18.60 mg/kg.The structures of the intermediate and target products were investigated by IR,NMR,and MS.

关 键 词：羟基保护 2 3 4 4′-四羟基二苯甲酮 2 3 4 4′-四甲氧基二苯甲酮 伊顿试剂 

分 类 号：TQ351.5[化学工程] TQ572.4