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

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1.045×104~4.236×104L/(mol·cm)。

A Concise Synthesis and Fluorescence Spectral Characteristics of 2-Styryl-3,5-Diethoxycarbonyl-6-Methylpyridine Derivatives

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 intermediate in the reflux of acetic acid. The structures of compounds were confirmed by 1HNMR, MS and IR. The fluorescence spectral characteristics in different solvents of pyridine derivatives were studied, the results show that the maximum absorption wavelengths of pyridine derivatives in different solvents were between 302~382nm, emission wavelengths were between 397~537nm, molar extinction coefficients in 1.045×10-4 ~ 4.236×10-4L•mol-1•cm-1.