反应详情

A mixture of N-benzyl-3-hydroxy-2-phenylpyridinium bromide (Description 5; 4.91 g, 14.3 mmol), phenyl vinyl sulphone (4.2 g, 25 mmol), triethylamine (2.8 ml, 20 mmol) and 1,4-dioxane (50 ml) was heated at reflux overnight. After cooling to room temperature, the reaction mixture was poured onto saturated aqueous NaHCO3 and extracted with ethyl acetate (3×100 ml). The combined organic extracts were dried (Na2SO4) and concentrated. The residue was purified by chromatography on silica gel (iso-hexane:diethyl ether 10-70%) to give the title compound (4.84 g, 78%) as a yellow-orange foam. Crystallisation from iso-hexane:diethyl ether gave the product as yellow rhombs.

1. temperaturewas heated
2. temperatureat reflux overnight
3. extractionextracted with ethyl acetate (3×100 ml)
4. dry with materialThe combined organic extracts were dried (Na2SO4)
5. concentrationconcentrated
6. customThe residue was purified by chromatography on silica gel (iso-hexane:diethyl ether 10-70%)