杨常碧, 杨礼寿, 杨小生. 一种高效合成二氢黄酮类化合物的方法[J]. 云南大学学报(自然科学版), 2019, 41(4): 786-790. doi: 10.7540/j.ynu.20180809
引用本文: 杨常碧, 杨礼寿, 杨小生. 一种高效合成二氢黄酮类化合物的方法[J]. 云南大学学报(自然科学版), 2019, 41(4): 786-790. doi: 10.7540/j.ynu.20180809
YANG Chang-bi, YANG Li-shou, YANG Xiao-sheng. An efficient method for the synthesis of dihydroflavones[J]. Journal of Yunnan University: Natural Sciences Edition, 2019, 41(4): 786-790. DOI: 10.7540/j.ynu.20180809
Citation: YANG Chang-bi, YANG Li-shou, YANG Xiao-sheng. An efficient method for the synthesis of dihydroflavones[J]. Journal of Yunnan University: Natural Sciences Edition, 2019, 41(4): 786-790. DOI: 10.7540/j.ynu.20180809

一种高效合成二氢黄酮类化合物的方法

An efficient method for the synthesis of dihydroflavones

  • 摘要: 提出了一种以2'-羟基查尔酮及其衍生物为原料,以乙醇作溶剂,采用多聚磷酸(PPA)/浓盐酸体系高效合成二氢黄酮类化合物的方法. 对化合物 a 进行了条件优化,考察了反应时间、PPA的物质的量、V(浓盐酸)/V(乙醇)对化合物 a 产率的影响,得出合成化合物 a 的最优条件:反应物量为30.0 mg (0.1 mmol)、PPA的物质的量6.0 mmol,V(浓盐酸)/V(乙醇)=1/1,氮气保护下回流反应3 h. 采用该方法以产率90.2%~93.6%合成得到5个二氢黄酮类化合物( af ),所有化合物结构通过MS、1H NMR、13C NMR进行表征. 该方法具有反应条件温和、反应时间短、产率高的优点.

     

    Abstract: An efficient method for the synthesis of dihydroflavones from 2'−hydroxychalcones with polyphosphoric acid (PPA)/concentrated hydrochloric acid system using ethanol as solvent was reported. Synthesis conditions of compound a were optimized. Effects of reaction time, volume ratio of concentrated hydrochloric acid to ethanol and PPA equivalent on the yield were investigated. The optimum conditions for the synthesis of compound a are obtained: when reactant was 30.0 mg(0.1 mmol), the amount of PPA was 6.0 mmol, V(concentrated hydrochloric acid)/V(ethanol) was 1/1, the reflux reaction time was 3 h under the protection of nitrogen. Five products( af ) were synthesised in yields of 90.2%~93.6%, and were confirmed by MS, 1H NMR and 13C NMR. The method has the advantages such as mild reaction conditions, short reaction time and excellent yield.

     

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