反应详情

Phosphorous oxychloride (0.863 ml, 9.26 mmol) was added very slowly and under inert atmosphere on N-methylformanilide (1.14 ml, 9.26 mmol) and the mixture was left under stirring at room temperature for 30 minutes. After that 2-(benzyloxymethyl)chromane (1.569 g, 6.18 mmol) was added stirring at 65° C. for 1.5 h. Subsequently the mixture was diluted with dichloromethane (30 ml), added with a 15% sodium acetate solution (20 ml), the phases were separated and the organic phase was washed successively with a 1M hydrochloric acid solution and a sodium chloride saturated solution. After drying and removing the solvent by evaporation under reduced pressure, a residue was obtained which was purified by flash chromatography through a silica gel column. Eluting with hexane:ethyl acetate, 10:1, 0.921 g of the title product were recovered (53% yield).

1. waitthe mixture was left
2. stirringstirring at 65° C. for 1.5 h
3. customthe phases were separated
4. washthe organic phase was washed successively with a 1M hydrochloric acid solution
5. customAfter drying
6. customremoving the solvent
7. customby evaporation under reduced pressure
8. customa residue was obtained which
9. customwas purified by flash chromatography through a silica gel column
10. washEluting with hexane
11. customethyl acetate, 10:1, 0.921 g of the title product were recovered (53% yield)