Pyridine → HCID 86746404, compound

Participants

Reaction Steps

A solution of 3.6 g of 2',4'-dichloro-2-methyl-2-(3-pyridyl)acetophenone in 15 ml of ethanol and 4 ml of water is treated with 1.4 g of hydroxylamine hydrochloride, 3 ml of pyridine and 90 mg of 4-N,N-dimethylaminopyridine and the reaction mixture is heated to reflux temperature. After 16 hours, it is poured into ice-water and extracted with ethyl acetate. The organic phase is dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crystalline crude product is recrystallised from methylene chloride/n-hexane. 2',4'-Dichloro-2-methyl-2-(3-pyridyl)acetophenone oxime is obtained as an E/Z isomer mixture in the form of beige crystals, m.p. 163°-165° C.

Provenance & Evidence