Hydroxylamine → 4-Bromo-2-fluorobenzaldehyde oxime

A solution of hydroxylamine in water (50%, 5 ml) was added to a solution of 4-bromo-2-fluorobenzaldehyde (1.0 g) in ethanol (5 ml) and the mixture was stirred at room temp. for 66 h. The ethanol was removed under vacuum and the aqueous residue as extracted with ethyl acetate (×2). The organic extracts were washed with water and brine, dried (MgSO4) and concentrated under vacuum. The residue was purified on a Varian Bond-Elut SPE cartridge (silica, 20 g) eluting with cyclohexane:ethyl acetate (100:0 to 50:50) to give the title compound as a white solid (0.94 g).

1. customThe ethanol was removed under vacuum
2. extractionthe aqueous residue as extracted with ethyl acetate (×2)
3. washThe organic extracts were washed with water and brine
4. dry with materialdried (MgSO4)
5. concentrationconcentrated under vacuum
6. customThe residue was purified on a Varian Bond-Elut SPE cartridge (silica, 20 g)
7. washeluting with cyclohexane:ethyl acetate (100:0 to 50:50)

ORD record

ord-62cbf25a654444d4b36fc7e34fca9feb

Source dataset

uspto-grants-2010_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07642276B2