4-Methylcyclohexanone → 4-Methylcyclohexanone oxime

4-Methylcyclohexanone (2.0 g, 17.8 mmol) was mixed with hydroxylamine hydrochloride (1.86 g, 26.8 mmol) and sodium acetate (2.63 g, 32.0 mmol) in a mixture of EtOH (20 mL) and water (12 mL). The mixture was refluxed for 5 h. All solvent was removed under reduced pressure and the residue was partitioned between ethyl acetate and water. After separation, the organic layer was washed with brine, dried over anhydrous sodium sulfate. After filtration and concentration, the crude product was used for the next step without further purification.

1. temperatureThe mixture was refluxed for 5 h
2. customAll solvent was removed under reduced pressure
3. customthe residue was partitioned between ethyl acetate and water
4. customAfter separation
5. washthe organic layer was washed with brine
6. dry with materialdried over anhydrous sodium sulfate
7. filtrationAfter filtration and concentration
8. customthe crude product was used for the next step without further purification

ORD record

ord-0b2851a4ec874f8e9d7ad0b748520f98

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08772301B2