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5-(3,4,5-三-十二烷氧基苯乙烯基)-2,4,6-(1H,3H)-嘧啶三酮的合成

Synthesis of 5-[3,4,5-tris(n-dodecan-1-yloxy)benzylidene]-2,4,6-(1H,3H)-pyrimidine-trione

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【作者】 黄燎杨新国赵秋丽卓立

【Author】 HUANG Liao1,YANG Xin-guo1,ZHAO Qiu-li1,ZHUO Li2 (1.College of Material Science and Engineering,Hunan University,Changsha 410082,China;2.Jiangsu Beifang Chloro-alkali Group Co.,Ltd,Xuzhou 221007,China)

【机构】 湖南大学材料科学与工程学院江苏北方氯碱集团有限公司 湖南长沙410082湖南长沙410082江苏徐州221007

【摘要】 以没食子酸甲酯为原料,与1-溴代十二烷醚化生成3,4,5-三-(十二烷氧基)苯甲酸甲酯,然后采用原位生成的硼氢化锂还原成3,4,5-三-(十二烷氧基)苯甲醇,再用氯铬酸吡啶盐(PCC)氧化成3,4,5-三-(十二烷氧基)苯甲醛,最后与巴比妥酸进行Knoevenagel缩合反应得到了标题化合物。该合成路线简单,原料价廉,操作简便,产率高,易于常量合成。

【Abstract】 This paper provided a more simple,convenient and efficient route for synthesis of 5-[3,4,5-tris(n-dodecan-1-yloxy)benzylidene]-2,4,6-(1H,3H)-pyrimidine-trione.Firstly,3,4,5-tris(n-dodecan-1-yloxy)benzyl alcohol was synthesized by the alkylation of methyl-3,4,5-trihydroxylbenzoate with 1-bromododecane,followed by the reduction of 3,4,5-tris(n-dodecan-1-yloxy)benzoate with lithium borohydride;then 3,4,5-tris(n-dodecan-1-yloxy)benzyl aldehyde was obtained through oxidation of 3,4,5-tris(n-dodecan-1-yloxy)benzyl alcohol with pyridinium chlorochromate;and finally the compound was synthesized by the Knoevenagel condensation reaction with barbituric acid.

【基金】 国家自然科学基金资助项目(50573019)
  • 【分类号】TQ252
  • 【被引频次】4
  • 【下载频次】212
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