Ethyl formate → HCID 178419957, compound

Participants

Reaction Steps

To a mixture of 4-acetylpyridine (75 mL, 0.68 mol) and ethyl formate (109 mL) in anhydrous benzene (1 L) was added sodium methoxide (73 g) and the resulting mixture was refluxed for 18 hours. The mixture was cooled and benzene decanted from a sticky solid, which had formed during the reaction. The crude product was dissolved in water (700 mL) and hydrazine dihydrochloride was added and the resulting mixture was stirred at room temperature for 2 hours. The mixture was redissolved by addition of 5N NaOH. Precipitate formed which was removed by filtration and dried to give 4-(1H-pyrazol-3-yl)pyridine (35 g).

Provenance & Evidence