反应详情

A 50° C. solution of 1.0 g (3.13 mmol) of the methylthiotriazole (Example 43) in 50 ml of 95% ethanol is treated dropwise with a solution of 0.92 g (2.98 mmol) of 80% monoperoxyphthalic acid, magnesium salt (MMPP) in 4.5 ml of water over 20 minutes. The resulting reaction mixture is stirred at 40° to 50° C. for two hours and concentrated in vacuo. The residue is dissolved in ethyl acetate, extracted with saturated aqueous NaHCO3 (three times), water and brine, dried over Na2SO4 and concentrated in vacuo. Flash chromatography (SiO2, 5% methanol-chloroform, 26×6.5 cm) followed by recrystallization from acetone-water gives 0.30 g (1.05 g theor., 29%) of the sulfoxide as a white solid, mp 135°-145° C.

1. customThe resulting reaction mixture
2. concentrationconcentrated in vacuo
3. dissolutionThe residue is dissolved in ethyl acetate
4. extractionextracted with saturated aqueous NaHCO3 (three times), water and brine
5. dry with materialdried over Na2SO4
6. concentrationconcentrated in vacuo
7. customFlash chromatography (SiO2, 5% methanol-chloroform, 26×6.5 cm) followed by recrystallization from acetone-water