Reacción #1447093

ord-64982cd771ba48ec9549ceea381e2657

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07879806B2uspto-grants-2011_02