Dimethylformamide → 4-(2-Fluorophenoxy)benzaldehyde

HRID 1691146

Reaktionsgleichung

Reaktionsgleichung von HRID 1691146
CN(C)C=O.[F:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[OH:13].F[C:15]1[CH:22]=[CH:21][C:18]([CH:19]=[O:20])=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>O>[F:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:13][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=[O:20])=[CH:17][CH:16]=1

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 97072-FluorophenolHCID 11430Potassium CarbonateHCID 680234-Fluorobenzaldehyde

Produkt 1

HCID 107987454-(2-Fluorophenoxy)benzaldehydeAusbeute 99,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To an N,N-dimethylformamide (30.0 mL) solution of 2-fluorophenol (5.43 g, 48.4 mmol) and 4-fluorobenzaldehyde (3.00 g, 24.2 mmol) was added potassium carbonate (10.1 g, 72.5 mmol) under nitrogen atmosphere, which was stirred for 16 hours at 80° C. Water was added to the reaction solution at room temperature, which was then extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:15→1:10) to obtain the title compound (5.20 g, 99.4%).

Aufarbeitung

  1. extractionwhich was then extracted with ethyl acetate
  2. washThe organic layer was washed with saturated aqueous sodium chloride
  3. customthe solvent was evaporated under a reduced pressure
  4. customThe residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:15→1:10)

Quellen und Nachweise

ORD-Eintrag
ord-7e4073d60b3344c7a1cf70ecb6316449
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08153662B2

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