Hydroxyamine hydrochloride → 3-Ethyl-4-nitro-2-pentenal oxime

Hydroxylamine hydrochloride (100 mg) was added to a solution of 3-ethyl-4-nitro-2-pentenal (100 mg) in chloroform (3 ml) and methanol (2 ml) with stirring. The resulting mixture was stirred at room temperature overnight. The reaction mixture was evaporated to dryness and the residue was diluted with water and extracted with ethyl acetate (50 ml×2). The combined extracts were washed successively with water, 5% sodium bicarbonate and brine, and then dried over magnesium sulfate. Removal of the solvent gave an oil which was purified by a preparative thin layer chromatography (5% methanol-chloroform) to give 3-ethyl-4-nitro-2-pentenal oxime (80 mg).

1. stirringThe resulting mixture was stirred at room temperature overnight
2. customThe reaction mixture was evaporated to dryness
3. additionthe residue was diluted with water
4. extractionextracted with ethyl acetate (50 ml×2)
5. washThe combined extracts were washed successively with water, 5% sodium bicarbonate and brine
6. dry with materialdried over magnesium sulfate
7. customRemoval of the solvent
8. customgave an oil which
9. customwas purified by a preparative thin layer chromatography (5% methanol-chloroform)

ORD record

ord-c31f299c2b8c4ac796af7ed54ecb696b

Source dataset

uspto-grants-1988_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04782088