含两个2,2′-二联吡啶芳香羧酸的合成与表征

Synthesis and Characterization of Aromatic Carboxylic Acid Containing Two 2,2′-Bipyridines

以廉价易得的2-乙酰基吡啶为起始原料,经2-吡啶酰基碘化吡啶合成中间体5-甲基-2,2′-二联吡啶,再经溴代、烷基化、水解反应,设计合成了含两个2,2′-二联吡啶芳基羧酸。目标产物的结构经1HNMR、13CNMR和HRMS进行确证。重点考察了溴代反应的最佳工艺条件,结果表明5-甲基-2,2′-二联吡啶与NBS的物质的量比为1∶1.1,反应时间10 h,温度为60℃条件下能以较高产率获得一溴代产物。

A novel aromatic carboxylic acid containing two 2,2′-bipyridines was designed and synthesized by bromination,alkylation and hydrolysis reaction with intermediate 5-methyl-2,2′-bipyridine which obtained from 2-acetylpyridine as a starting material.The starting material is very cheap and easy to be obtained.The structures of the target product and intermediates were confirmed by 1HNMR,13CNMR and HRMS.The optimized reaction conditions were obtained by screening the conditions of brominated reaction.The results showed that the molar ratio of 5-methyl-2,2′-bipyridine to NBS was 1∶1.1,the reaction time was 10 h,and the yield of brominated product was higher at 60℃.