Dimethylformamide dimethyl acetal → HCID 86761822, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 3-oxopentanoate (5.2 g) and dimethylformamide dimethylacetal (5.6 mL) was stirred at 100° C. overnight, and the mixture was allowed to cool to room temperature. Ethanol (100 mL) and 3,5-difluorophenylhydrazine hydrochloride (7.9 g) were added to the reaction mixture, and the mixture was further stirred at 100° C. for 15 hr. After allowing to cool, ethanol was evaporated under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:10, volume ratio) to give the title object compound (6.5 g, 62%) as a yellow oil.

Provenance & Evidence