7,3',4'-三羟基黄酮的微波辅助合成

Microwave-assisted synthesis of 7,3,4'-trihydroxylflavone

摘要:

摘要：本文以3,4–二甲氧基苯甲酸和2-羟基-4-甲氧基苯乙酮为起始原料，通过酰化、酯化、Baker-VenKataraman 重排、环合、脱甲基化，得到了7, 3',4'–三羟基黄酮，总产率达47.3%。在环合这一合成黄酮的关键步骤中，采用微波辐射的方法，对比传统加热方法，微波辐射能够显著提高产率和缩短反应时间，合适的微波反应时间为15min，产率为92.1%；脱甲基条件为在HOAc/40%HBr作用下，110℃下反应36h。化合物结构经红外光谱、核磁共振氢谱、质谱证实。该方法简单易行，环境友好，选择性高，具有广泛的应用前景。

Abstract:

Abstract: 3,4–dimethoxybenzoic acid and 2-hydroxyl-4-methoxyacetophenone as the starting material, 7,3',4'-trihydroxylflavone were synthesized by acylation,esterification, Baker-Venkataraman rearrangement，cyclization and demethylation，the overall yield was 47.3%. Microwave irradiation was applied in cyclization which was the key step. Comparing with traditional heating method， the use of microwaves was found to significantly improve product yields and shorten the reaction time. The appropriate microwave reaction time was 15 min and the yield was 92.1%. HOAc/40%HBr being used as the catalyst, the demethylation was performed under the conditions of 110℃ for 36h. Finally, The structures of the compounds were confirmed by IR, 1HNMR and MS. This method is simple, eco-friendly, high selectivity and has a wide range of applications.