报道二-(4-溴-2,5-二烷氧基苯基)甲烷的一种简便合成方法.1,4-二乙氧基-2,5-二(烷氧基甲基)苯(1)在对甲苯磺酸催化下生成柱形杯[5]芳烃化合物2;2与N-溴代丁二酰亚胺(NBS)反应,生成二-(4-溴-2,5-二烷氧基苯基)甲烷(3).该方法反应条件温和、操作简单、选择性好、收率高.2与硝酸发生硝化反应,生成二-(4-硝基-2,5-二甲氧基苯基)甲烷(4).所合成的二-(4-溴-2,5-二烷氧基苯基)甲烷和二-(4-硝基-2,5-二甲氧基苯基)甲烷经过^1H NMR,^13C NMR和MS表征确认.
A novel synthetic method for preparation of bis(4-bromo-2,5-dialkoxyphenyl)methane and bis(4-nitro-2,5-dimethoxyphenyl)methane was reported.1,4-Bis(ethoxymethyl)-2,5-dialkoxybenzene(1) was treated in boiling dichloromethane with catalytic amounts of p-toluenesulfonic acid gave pillar[5]arenes 2.2 reacted with N-bromosuccinimide(NBS) in acetone under refluxing gave bis(4-bromo-2,5-dimethoxy-phenyl)methane(3).Nitration of 2 with nitric acid gave bis(4-nitro-2,5-dimethoxyphenyl)methane(4).This synthetic method has some advantages,such as mild reaction conditions,simple operation,high selectivity and good yield.The structures of 3 and 4 were confirmed by ^1H NMR,^13C NMR and MS techniques.