Dimethylformamide → 4-(2-Fluorophenoxy)benzaldehyde

HRID 640323

Reaktionsgleichung

Reaktionsgleichung von HRID 640323
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-d199810d531549f097cd3bc22be7c567
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691882B2

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