Pyridine → HCID 131721733, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(2-acetoxymethylphenyl)-2-oxoacetamide (776 mg), O-methylhydroxylamine hydrochloride (439 mg), toluene (7.0 ml) and pyridine (3.5 ml) was stirred at 80° C. for 2 hours. After the reaction mixture was cooled by allowing it to stand, the reaction mixture was diluted with ethyl acetate, washed successively with 1N hydrochloric acid, water, saturated brine, and dried over anhydrous sodium sulfate. Evaporation of the solvent under reduced pressure gave the crude product (830 mg). This crude product was purified by column chromatography on silica gel to obtain the title compound (793 mg, yield: 90.3%, pale yellow crystals) as a mixture of the E- and Z-isomers (E/Z=56/44 determined by 1H-NMR analysis).

Provenance & Evidence