m-Chloroperbenzoic acid → methyl 8-(1-(3,5-difluorophenylamino)ethyl)-2-(ethylsulfinyl)-4-oxo-4H-chromene-6-carboxylate
반응식
ClC1C=C(C=CC=1)C(OO)=[O:6].[F:12][C:13]1[CH:14]=[C:15]([NH:20][CH:21]([C:23]2[CH:24]=[C:25]([C:37]([O:39][CH3:40])=[O:38])[CH:26]=[C:27]3[C:32]=2[O:31][C:30]([S:33][CH2:34][CH3:35])=[CH:29][C:28]3=[O:36])[CH3:22])[CH:16]=[C:17]([F:19])[CH:18]=1>C(Cl)Cl>[F:12][C:13]1[CH:14]=[C:15]([NH:20][CH:21]([C:23]2[CH:24]=[C:25]([C:37]([O:39][CH3:40])=[O:38])[CH:26]=[C:27]3[C:32]=2[O:31][C:30]([S:33]([CH2:34][CH3:35])=[O:6])=[CH:29][C:28]3=[O:36])[CH3:22])[CH:16]=[C:17]([F:19])[CH:18]=1참가 물질
4
실험 절차
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.