Acetic Acid → HCID 67165343, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 0.55 g (2.6 mmol) 4-(4-Fluoro-phenyl)-6-methyl-pyridine-2-carbonitrile in 11 ml of 25% potassium hydroxide solution was heated to 100° C. for 14 h. Water (5 ml) was added and the pH adjusted to 6 by addition of acetic acid, then 10 ml of ethanol was added and the mixture was evaporated to dryness. The crude material was suspended in 30 ml of ethanol. Concentrated sulfuric acid (2 ml) were added and the suspension was refluxed for 35 h. The solution was concentrated, taken up in 20 ml of water, neutralized (pH=7-8) by addition of 5% sodium bicarbonate solution, and extracted twice with 50 ml of ethyl acetate. The combined organic phases were washed with 20 ml of water, 20 ml of brine, dried over magnesium sulfate, and concentrated in vaccuo to yield 0.42 g (1.63 mmol, 63%) of a light yellow oil which is sufficiently pure for further use in the next step, MS (ISP): m/e=260.1 (M+H)+.

Provenance & Evidence