文献类型：期刊文献

中文题名：利用1,2,3-三甲氧基苯合成2,3,4,4′-四羟基二苯甲酮

英文题名：Synthesis of 2,3,4,4′-Tetrahydroxybenzophenone from 1,2,3-Trimethoxybenzene

作者：刘兰香[1] 黄维东[1,2] 董刚[1,3] 李坤[1] 马金菊[1] 张弘[1]

第一作者：刘兰香

机构：[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

年份：2021

卷号：41

期号：1

起止页码：15-20

中文期刊名：林产化学与工业

外文期刊名：Chemistry and Industry of Forest Products

收录：CSTPCD;;Scopus;北大核心:【北大核心2020】；CSCD:【CSCD2021_2022】；

基金：国家重点研发计划资助项目(2018YFD0600404)。

语种：中文

中文关键词：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

外文关键词：hydroxyl protection;2,3,4,4′-tetrahydroxybenzophenone;2,3,4,4′-tetramethoxybenzophenone;Eaton reagent

分类号：TQ351.5;TQ572.4

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.