4-Methylbenzaldehyde → HCID 19475, compound

Temperature

80 °C

4-Methylbenzaldehyde (20 g, 166 mmol), hydroxylamine hydrochloride (12.7 g, 183 mmol), and sodium acetate (23.1 g, 282 mmol) were dissolved in a mixed solvent of ethanol (400 ml) and water (150 ml), and the mixture was stirred at 80° C. for 2 hours. The reaction mixture was concentrated under reduced pressure, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (20.6 g, 152 mmol, 91.8%).

1. concentrationThe reaction mixture was concentrated under reduced pressure, water
2. additionwas added
3. extractionthe mixture was extracted with ethyl acetate
4. washThe organic layer was washed with saturated aqueous sodium chloride solution
5. dry with materialdried over anhydrous sodium sulfate
6. concentrationconcentrated under reduced pressure

ORD record

ord-037bc1d6923d42d4a89c8e27bec0e05a

Source dataset

uspto-grants-2009_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07517996B2