反应详情

Acetic anhydride (0.96 ml, 10.2 mmol), tetrabutylammonium bromide (55 mg, 0.169 mmol), potassium acetate (665 mg, 6.78 mmol) and isoamyl nitrite (0.592 ml, 4.41 mmol) were added to a solution of 4-(acetylamino)-2,5-dimethylphenyl acetate (750 mg, 3.39 mmol) in ethyl acetate (7.5 ml) at room temperature, and the resulting mixture was refluxed. After 9 hours, the reaction solution was poured into water (50 ml) and extracted with ethyl acetate (50 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-6-methyl-1H-indazol-5-yl acetate (359 mg, 46%).

1. temperaturethe resulting mixture was refluxed
2. extractionextracted with ethyl acetate (50 ml×2)
3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
4. customThe organic layer dried
5. concentrationwas concentrated under reduced pressure
6. customthe resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate)