Benzaldehyde → Syn-benzaldehyde oxime

To a suspension of benzaldehyde (5.30 g, 55 mmol) and hydroxylamine hydrochloride (3.82 g, 55 mmol) in ethanol (4 mL) and water (12 mL) was added ice (23 g). Then a solution of sodium hydroxide (5.0 g, 125 mmol) in water (6 mL) was added dropwise within a 10 min period (temperature rises from −8° C. to +7° C.) whereupon most of the solid dissolves. After 30 min stirring at room temperature a white solid precipitated and the resulting mixture was then diluted with water and acidified with HCl (4 N). The white precipitate was then filtered off, washed with water and dried under high vacuum to afford the title compound (5.31 g, 88%) which was obtained as a colourless liquid. MS m/e (EI): 121.0 [M].

1. dissolutiondissolves
2. customprecipitated
3. additionthe resulting mixture was then diluted with water
4. filtrationThe white precipitate was then filtered off
5. washwashed with water
6. customdried under high vacuum

ORD-Eintrag

ord-a5db38ea6cfc499dbab2349b11f21d04

Quelldatensatz

uspto-grants-2008_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07414061B2