Reaktion #1447093

ord-64982cd771ba48ec9549ceea381e2657

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07879806B2uspto-grants-2011_02