Réaction #1447093

ord-64982cd771ba48ec9549ceea381e2657

Équation de réaction

O
water
C[O-].[Na+]
Sodium methoxide
CCc1ccc(C(=O)c2ccc(F)cc2Br)cc1
(2-bromo-4-fluoro-phenyl)-(4-ethyl-phenyl)-methanone
C[O-].[Na+]
sodium methoxide
CCc1ccc(C(=O)c2ccc(OC)cc2Br)cc1
(2-Bromo-4-methoxy-phenyl)-(4-ethyl-phenyl)-methanone

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07879806B2uspto-grants-2011_02