简便合成2-苯乙烯基-3,5-二乙氧羰基-6-甲基吡啶衍生物及荧光性质  

A Concise Synthesis of 2-Styryl-3,5-diethoxycarbonyl-6-methylpyridine Derivatives and Their Fluorescence Spectral Characteristics

作　　者：陈振兴[1] 王翠玲[1] 田妍[1] 张宁[1] 刘建利[1] 

机构地区：[1]西部资源生物与现代生物技术省部共建教育部重点实验室、西北大学生命科学学院,陕西西安710069

出　　处：《精细化工》2015年第4期376-380,共5页Fine Chemicals

基　　金：国家自然科学基金(20872118,30070905);陕西省重点实验室基金(2010JS097,11JS090,12JS110);陕西省教育厅基金(08jk477)~~

摘　　要：该文建立了简便合成2-苯乙烯基-3,5-二乙氧羰基-6-甲基吡啶衍生物的方法。以乙酰乙酸乙酯、甲醛和乙酸铵为初始原料,通过缩合关环和氧化芳香化合成中间体2,6-二甲基-3,5-二乙氧羰基吡啶,再与苯甲醛衍生物在乙酸中回流缩合,合成了9个2-苯乙烯基-3,5-二乙氧羰基-6-甲基吡啶衍生物。通过1HNMR、MS、IR对所合成化合物的结构进行表征。研究了9个吡啶衍生物在不同溶剂中的荧光性质。结果表明：合成的吡啶衍生物在不同溶剂中的最大吸收波长在302～382 nm,发射波长在397～537 nm,摩尔消光系数在1.045×10^4～4.236×10^4L/（mol·cm）。A concise method to synthesize 2-styryl-3,5-diethoxycarbonyl-6-methylpyridine derivatives was established.The intermediate of 2,6-dimethyl-3,5-diethoxycarbonylpyridine was synthesized by cyclization of ethyl acetoacetate,formaldehyde and ammonium acetate,and oxidative aromatization.Nine title compounds were synthesized by condensation of benzaldehyde derivatives and the intermediate in the reflux of acetic acid.The structures of the compounds were confirmed by1 HNMR,MS and IR.The fluorescence spectral characteristics in different solvents of pyridine derivatives were studied,and the results show that the maximum absorption wavelengths of pyridine derivatives in different solvents were between 302 ～ 382 nm,emission wavelengths were between 397 ～ 537 nm,and molar extinction coefficients were within the range of 1.045 × 10^4～ 4.236 × 10^4 L/（mol·cm）.

关 键 词：2-苯乙烯基-3 5-二乙氧羰基-6-甲基吡啶 苯甲醛衍生物 简便方法 荧光性质 功能材料 

分 类 号：O626.321[理学—有机化学]