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取代1,3-二苯基-1,3-丙二酮的合成与抗氧化性能

Synthesis and Antioxidant Activity of Different Substituted 1,3-Diphenyl-1,3-propanedione

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【作者】 李敏谊王秀珍关丽谭培汉李江连

【Author】 LI Min-yi,WANG Xiu-zhen,GUAN Li,TAN Pei-han,LI Jiang-lian(College of Pharmacy,Guangdong Pharmaceutical University,Guangzhou 510006,Guangdong,China)

【机构】 广东药学院药科学院

【摘要】 以取代芳酮和取代芳酯为原料,经克莱森反应合成了5个取代1,3-二苯基-1,3-丙二酮。采用正交实验优化1,3-二(4-甲氧基苯基)-1,3-丙二酮较佳的工艺条件:以甲苯为溶剂,NaNH2作催化剂,n(对甲氧基苯乙酮)∶n(对甲氧基苯甲酸甲酯)∶n(氨基钠)=1∶4∶5,微波辐射功率320 W,反应时间45 min,收率为72.1%。合成的产物结构经IR与1HNMR光谱进行了结构表征,用HPLC测定其含量。对UV光谱有良好的吸收及对猪油有较好的抗氧化作用。

【Abstract】 A series of para-substituted 1,3-diphenyl-1,3-propanedione compounds have been synthesized by Claisen condensation reaction of different substituted aromatic ketone and ester.Experiments based upon orthogonal design with four factors and three levels were carried out for the optimization of conditions for 1,3-bis-(4-methoxy-phenyl)-1,3-propanedione.The experimental results show that the optimum conditions are as follows:using toluene as solvent and sodium amide as catalyst,n(p-methoxy acetophenone)∶ n(methyl-p-methoxybenzoate)∶ n(sodium amide)=1∶ 4∶ 5.Microwave irradiation power 320 W and reaction time 45 min.Under such conditions,the yield can reach 72.1%.The structures of the synthetic products were characterized by means of IR and 1HNMR.HPLC was selected to determine the concentration of the products.The products are good UV ultraviolet absorbents and exhibit significant antioxidation activity on lard.

【基金】 广东省科技计划项目([2010]1096)~~
  • 【分类号】TQ244.2
  • 【下载频次】202
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