3-己基异香豆素的合成研究

摘要

目的 研究3-己基异香豆素的合成方法.方法 以邻碘苯甲酸为原料,经酯化、Sonogashira 交叉偶联以及亲电环化反应三步合成3-己基异香豆素.结果 重点考察了催化荆、配体和碱等因素对Sonogashira 交叉偶联反应的影响,以及催化剂、溶剂和温度等因素对亲电环化反应的影响,在最佳的反应条件下,反应总产率为79.5%,中间产物和目标产物的结构经 NMR 和 MS 得以确证.结论 该法操作简单,收率较高,产物立体选择性好.%Purpose To study on the synthesis of 3-hexyl-1H-isochromen-1-one. Methods 3-hexyl-1H-isochromen-1-one was synthesized via esterification reaction, Sonogashira coupling and annulation reaction, using 2-Iodobenzoic acid as the initial materials. Results Emphasis was placed on studying the influence of catalyst, ligand and base on Sonogashira cross-coupling reaction and the influence of catalyst,solvent and reaction temperature on annulation reaction. Under optimum conditions, the yield of the product was up to 79.5％ , and the structures of intermediate and target product were identified by NMR and MS spectra. Conclusion The reaction was readily performed with good yield and good selectivity under convenient operations.