Phenacyl bromide → 2-Fluoro-1-phenylethan-1-one

Temperature

90 °C

A mixture of 2-bromoacetophenone (Aldrich Chemical Company) (5.42 g, 27.3 mmol), KF (6.32 g, 0.11 mol) and 18-crown-6 (3.61 g, 13.7 mmol) in CH3CN (150 mL) was heated at 90° C. for 16 h under a N2 atmosphere. Heating was discontinued and the mixture was allowed to cool to room temperature. The mixture was diluted with H2O (300 mL) and EtOAc (400 mL) and transferred to a separatory funnel. The organic solution was separated, washed with H2O (2×300 mL), saturated NaCl (300 mL), dried (MgSO4), filtered and concentrated under reduced pressure. The resulting crude ketone (3.02 g) was used without further purification (see Gregory et al. J. Med. Chem. 1990, 33 (9), 2569).

1. temperatureHeating
2. temperatureto cool to room temperature
3. customtransferred to a separatory funnel
4. customThe organic solution was separated
5. washwashed with H2O (2×300 mL), saturated NaCl (300 mL)
6. dry with materialdried (MgSO4)
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure
9. customThe resulting crude ketone (3.02 g) was used without further purification (see Gregory et al. J. Med. Chem. 1990, 33 (9), 2569)

ORD record

ord-bd1406c147bc4e4f827fce918ce9a83b

Source dataset

uspto-grants-2003_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06583154B1