Methanol → HCID 86745287, compound

Participants

Reaction Conditions

Reaction Steps

Oxone (potassium monopersulfate compound) (3.30 g, 5 mmol) was added in one portion to a stirred mixture of methyl [[6-(3,4,5-triphenyl-1H-pyrazol-1-yl)hexyl]thio]acetate (2.08 g, 4.3 mmol), methanol (100 mL) and water (50 mL) maintained at -10° C. The mixture was allowed to warm slowly to 0° C. and stirred for 45 minutes before being diluted with water and chloroform. The organic phase was separated and the aqueous layer extracted with CHCl3. The combined organic layers were washed with saturated sodium chloride solution, dried over sodium sulfate and concentrated in vacuo to give an oil. Chromatography on a column of silica gel using a mixture of ethyl acetate and hexane (7:3) as eluent furnished methyl [[6-(3,4,5-triphenyl-1H-pyrazol-1- yl)hexyl]sulfinyl]acetate hydrate (1.84 g, 85%) that slowly crystallized; m.p.=70.5°-71.5° C. MS(CI): m/e=501 (MH+).

Provenance & Evidence