萘丁美酮中间体6-甲氧基-2-萘甲醛的合成研究

Study on Synthesis of Intermediate of Nabumetone,6-Methoxy-2-naphthaldehyde

以2-萘酚为起始原料,经过溴化、还原和甲基化或先经过甲基化,再溴化还原两条路线制得6-溴-2-甲氧基萘,再经格氏反应制得6-甲氧基-2-萘甲醛。讨论了各步反应的工艺条件及目标产物的后处理方法,最终产品经硅胶柱层析提纯,收率高,两种方法的总收率均达67%以上。目标产物用IR,1H NMR进行结构表征。

6-Methoxy-2-naphthaldehyde is prepared by Grignard reaction of 6-bromo-2-methoxylnaphthalene, which is synthesized from 2-naphthol via bromination first then reduction and methylation or methylation first then bromination and reduction. The conditions of final treatment and each reaction step are investigated. The final product is purified through silica gel colunm chromatography and the yield is high with little loss. The overall yield of the two methods is both over 67 %. The structure of the title compound was confirmed by IR and ^1 H NMR analyse.