Acetic Acid → HCID 178502837, compound

Temperature

60 °C

N,N-Dimethylformamide dimethylacetal (0.53 g, 4.5 mmol) was added to 2-(4-chlorophenoxymethyl)-α-methoxyiminophenylacetamide (0.48 g, 1.5 mmol), and the mixture was stirred under reduced pressure (ca. 40 mmHg) at 60° C. for 0.5 hours. After completion of the reaction, the mixture was concentrated under reduced pressure, and a mixture of aqueous 50% hydroxylamine solution (0.20 g, 2 mmol) and acetic acid (3 ml) was added to the residue under ice-cooling. The mixture was stirred at room temperature for 1 hour. After completion of the reaction, ethyl acetate (150 ml) was added, and the mixture was washed with saturated aqueous sodium bicarbonate solution (100 ml) twice. The ethyl acetate layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate/n-hexane to give 2-(4-chlorophenoxymethyl)-N-hydroxyaminomethylene-α-methoxyiminophenylacetamide (0.41 g, 75.6%) as colorless crystals.

1. customAfter completion of the reaction
2. concentrationthe mixture was concentrated under reduced pressure
3. additionwas added to the residue under ice-
4. temperaturecooling
5. stirringThe mixture was stirred at room temperature for 1 hour
6. additionwas added
7. washthe mixture was washed with saturated aqueous sodium bicarbonate solution (100 ml) twice
8. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
9. concentrationconcentrated under reduced pressure
10. customThe residue was recrystallized from ethyl acetate/n-hexane

ORD record

ord-15c41e9f79b14d1dae3ee72ebfa21f5a

Source dataset

uspto-grants-2000_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06048885