Sodium Hydroxide → (E)-N-[(3-Fluorophenyl)methylidene]hydroxylamine

To a suspension of 3-fluorobenzaldehyde (6.75 g, 54 mmol) and hydroxylamine hydrochloride (4.16 g, 60 mmol) in ethanol (4.3 mL) and water (13 mL) was added ice (25 g). Then a solution of sodium hydroxide (5.5 g, 138 mmol) in water (6.5 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 (7.0 g, 93%) which was obtained as a white solid. MS m/e (EI): 139.1 [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-41b6cb3258f84ca38fcd74634933e5ab

Quelldatensatz

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08846719B2