Acetic Anhydride → HCID 86593611, compound

Participants

Reaction Steps

Acetic anhydride (155?1, 1.65 mmol), tetrabutylammonium bromide (8.8 mg, 0.0274 mmol), potassium acetate (108 mg, 1.10 mmol) and isoamyl nitrite (0.096 ml, 0.274 mmol) were added to a solution of 4-(acetylamino)-2-methoxy-3-methylphenyl methanesulfonate (150 mg, 0.549 mmol) in ethyl acetate (1.5 ml) at room temperature. After 8 hours, isoamyl nitrite (0.037 ml, 0.713 mmol) was further added thereto. After another 2 hours, the mixture thus obtained was poured into water (20 ml) and extracted with ethyl acetate (20 ml×2), and the organic layer was dried over anhydrous magnesium sulfate. The organic layer dried was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate) to obtain 1-acetyl-4-methoxy-1H-indazol-5-yl methanesulfonate (110 mg, 70%).

Provenance & Evidence