Dimethylformamide dimethyl acetal → HCID 86761822, compound

Temperature

100 °C

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.

1. temperatureto cool to room temperature
2. stirringthe mixture was further stirred at 100° C. for 15 hr
3. temperatureto cool
4. customethanol was evaporated under reduced pressure, water
5. additionwas added to the residue
6. extractionthe mixture was extracted with ethyl acetate
7. washThe extract was washed with brine
8. dry with materialdried over magnesium sulfate
9. concentrationconcentrated under reduced pressure
10. customThe residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:10, volume ratio)

ORD record

ord-e88f2670b2ff497482c866e69b659518

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08436043B2