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以槲皮素为原料、浓硫酸作催化剂,85℃与苯甲酰氯反应,TLC板监测反应完毕,过滤、氯仿/甲醇重结晶合成标题化合物。UV表征显示,槲皮素的两个特征吸收峰均发生蓝移,这是形成新化合物共轭体系引起的。IR中ν—OH峰明显减弱,说明槲皮素的5个羟基中有的羟基发生了反应;νCO位于1 745.32 cm-1,酯羰基峰明显增强;νC—O位于1 259.66cm-1,峰变宽增强。1HNMR中3-OH、3’-OH、4’-OH上面的氢消失,说明与苯甲酰氯发生了酯化反应;同时,在δ6.7~8.4处有苯甲酰基的多重峰。MS中m/z 615.2为槲皮素三苯甲酸酯的分子离子峰。因此,槲皮素与苯甲酰氯反应可以得到标题化合物。
Quercetin as raw material, concentrated sulfuric acid as a catalyst, 85 ° C and benzoyl chloride reaction, TLC plate monitoring reaction was completed, filtered, recrystallized from chloroform / methanol to synthesize the title compound. UV characterization showed that both of the characteristic absorption peaks of quercetin were blue-shifted, which was caused by the formation of a new compound conjugate system. IR in the ν-OH peak was significantly reduced, indicating quercetin 5 hydroxyl groups in the reaction occurred; νCO located at 1 745.32 cm-1, ester carbonyl peak was significantly enhanced; νC-O at 1 259.66cm-1 , The peak broadening increased. 1HNMR in the 3-OH, 3’-OH, 4’-OH above the disappearance of hydrogen, with benzoyl chloride esterification occurred; the same time, at δ6.7 ~ 8.4 at the benzoyl multiple peaks. M / z 615.2 in MS is the molecular ion peak of quercetin tribenzoate. Thus, the reaction of quercetin with benzoyl chloride gives the title compound.