Reaktion #1499442

Reaktionsgleichung

sodium hydrogen carbonate

2′-fluoro-4′-(hydroxymethyl)biphenyl-2-carbonitrile

phosphorus tribromide

→

title compound

Ausbeute 100.0%

4′-(bromomethyl)-2′-fluorobiphenyl-2-carbonitrile

Ausbeute 100.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvent was evaporated under reduced pressure
2. 2
   Extraktionthe residue was extracted with ethyl acetate
3. 3
   Waschenthe obtained ethyl acetate layer was washed with saturated brine
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   SonstigeThe solvent was evaporated under reduced pressure
6. 6
   SonstigeThe obtained residue was purified by silica gel column chromatography

Vorschrift

To a solution (150 mL) of 2′-fluoro-4′-(hydroxymethyl)biphenyl-2-carbonitrile (14.1 g) in toluene was added phosphorus tribromide (18.7 g) at room temperature, and the mixture was stirred for 16 hr. Saturated aqueous sodium hydrogen carbonate was added to the reaction mixture, and the solvent was evaporated under reduced pressure, and the residue was extracted with ethyl acetate, and the obtained ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as a colorless solid (15.3 g, 100%).

Quelle