Potassium bisulfate → HCID 89955706, compound

Participants

Reaction Steps

To a mixture of Example 12A (0.142 g, 0.320 mmol) in methanol (3 mL) cooled to 0-5° C. was slowly added dropwise a solution of 2 KHSO5.KHSO4.K2SO4 (0.216 g, 0.352 mmol) in water (1 mL). The reaction mixture was stirred for 10 minutes in the ice bath, then at room temperature for 22 hours. The reaction was incomplete by analytical LCMS so additional 2 KHSO5.KHSO4.K2SO4 (111 mg) was added in portions, followed by stirring at room temperature for 2.5 hours. Then more 2KHSO5.KHSO4.K2SO4 (245 mg) was added in portions followed by water (1 mL). The reaction mixture was heated at 50° C. for 4 hours. The reaction mixture was cooled to room temperature and partitioned between ethyl acetate and brine. The aqueous phase was further extracted with ethyl acetate (1×). The combined organic extracts were washed with water (2×), dried over anhydrous MgSO4, filtered, and concentrated in vacuo to give a mixture of the title compounds (0.1436 g). MS (ESI+) m/z 494 (M+NH4)+ for sulfone; MS (ESI+) m/z 461 (M+H)+ for sulfoxide.

Provenance & Evidence