Reaction #1447093

Reaction equation

water

Sodium methoxide

(2-bromo-4-fluoro-phenyl)-(4-ethyl-phenyl)-methanone

sodium methoxide

→

(2-Bromo-4-methoxy-phenyl)-(4-ethyl-phenyl)-methanone

Solvents

DMF

Conditions

Workup

1. 1
   workup.ADDITIONis added
2. 2
   Extractionthe resulting mixture is extracted with ethyl acetate
3. 3
   DryingThe organic phase is dried (sodium sulphate)
4. 4
   Otherthe solvent is removed
5. 5
   Otherthe residue is chromatographed on silica gel (cyclohexane/ethyl acetate 20:1->9:1)

Procedure

Sodium methoxide (10.5 g) is added portionwise to (2-bromo-4-fluoro-phenyl)-(4-ethyl-phenyl)-methanone (43.0 g) dissolved in DMF (200 mL). The solution is stirred overnight, before another portion of sodium methoxide (5.5 g) is added. After another 3 h of stirring, water is added and the resulting mixture is extracted with ethyl acetate. The organic phase is dried (sodium sulphate), the solvent is removed and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 20:1->9:1).

Source