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

HRID 1038346

Reaktionsgleichung

Reaktionsgleichung von HRID 1038346
[CH3:1][O-:2].[Na+].[Br:4][C:5]1[CH:10]=[C:9](F)[CH:8]=[CH:7][C:6]=1[C:12]([C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH3:21])=[CH:16][CH:15]=1)=[O:13].O>CN(C=O)C>[Br:4][C:5]1[CH:10]=[C:9]([O:2][CH3:1])[CH:8]=[CH:7][C:6]=1[C:12]([C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH3:21])=[CH:16][CH:15]=1)=[O:13]

Komponenten

5

Edukt 3

HCID 962WaterHCID 10942334Sodium Methoxide2×HCID 43338337(2-Bromo-4-fluoro-phenyl)-(4-ethyl-phenyl)-methanone

Produkt 1

HCID 58385812(2-Bromo-4-methoxy-phenyl)-(4-ethyl-phenyl)-methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

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).

Aufarbeitung

  1. additionis added
  2. extractionthe resulting mixture is extracted with ethyl acetate
  3. dry with materialThe organic phase is dried (sodium sulphate)
  4. customthe solvent is removed
  5. customthe residue is chromatographed on silica gel (cyclohexane/ethyl acetate 20:1->9:1)

Quellen und Nachweise

ORD-Eintrag
ord-b354e4188c2e4cc2a8d1df8d6c944858
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08551957B2

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