介绍1,3,6,7-四甲氧基氧杂蒽酮的简易合成。首先,2,4,5-三甲氧基苯甲酸在碘甲烷、氧化银和乙腈体系中回流,得到2,4,5-三甲氧基苯甲酸甲酯;其次,用正丁基锂与1,3,5-三甲氧基苯反应,生成的苯环碳负离子随即进攻2,4,5-三甲氧基苯甲酸甲酯的酯羰基,甲氧基离去,得到取代二苯甲酮化合物;再次,在Al Cl3催化下,取代二苯甲酮化合物邻近羰基的一个甲氧基水解,得到水解产物;最后,该水解产物在碳酸钾、甲醇和水体系中回流,环合得到1,3,6,7-四甲氧基氧杂蒽酮。四步总产率为23.2%。这种构建氧杂蒽酮的方法可以为其他该类化合物的合成提供参考。
The facile synthesis of 1,3,6,7-tetramethoxy-9H-xanthen-9-one was introduced. Firstly, 2,4,5-trimethoxybenzoic acid was refluxed in system of methyl iodide, silver oxide and acetonitrile, then methyl 2,4,5-trimethoxybenzoate was got. Secondly, benzene carbanion was obtained after n-butyllithium reactes with 1,3,5-methoxybenzene. Substituted benzophenone compound was obtained after the departure of methoxy, which attacks the ester carbonyl of methyl 2,4,5-methoxybenzoate subsequently. Thirdly, under the catalysis of aluminum chloride, hydrolyzate was got after the hydrolysis of a methoxy near carbonyl group in substituted benzophenone compound. At the end, the hydrolyzate was refluxed in the system of potassium carbonate, methanol and water.1,3,6,7-tetramethoxy-9H-xanthen-9-one was obtained after cyclization. The total yield of four steps was 23.2 %.This method of constructing xanthone can provide a reference for the synthesis of other xanthone compounds.