反应详情

3-chlorobenzoperoxoic acid (326 mg, 1.13 mmol) was added in one portion to a stirred suspension of methyl 8-(1-(3,5-difluorophenylamino)ethyl)-2-(ethylthio)-4-oxo-4H-chromene-6-carboxylate (475 mg, 1.13 mmol) in DCM (5 mL) cooled with an water/ice bath. The resulting mixture was stirred at RT for 1 h. The suspension was cooled to −15° C. and filtered, the solid was washed with cold DCM (5 mL). The filtrate was then washed with an aq. sol. of sodium thiosulfate pentahydrate in water (10 mL), and with a mixture of a sat. sol. of NaHCO3 and water (1:1, 15 mL). The organic layer was decanted, dried over MgSO4 and evaporated to afford the crude product methyl 8-(1-(3,5-difluorophenylamino)ethyl)-2-(ethylsulfinyl)-4-oxo-4H-chromene-6-carboxylate (500 mg, 100%) as a reddish foam. Mass Spectrum: M+H+ 436.

1. temperaturecooled with an water/ice bath
2. temperatureThe suspension was cooled to −15° C.
3. filtrationfiltered
4. washthe solid was washed with cold DCM (5 mL)
5. washThe filtrate was then washed with an aq. sol. of sodium thiosulfate pentahydrate in water (10 mL)
6. additionwith a mixture of a sat. sol. of NaHCO3 and water (1:1, 15 mL)
7. customThe organic layer was decanted
8. dry with materialdried over MgSO4
9. customevaporated