Potassium Carbonate → 2-(4-Amino-2-chlorophenoxy)-6-fluorobenzonitrile

HRID 16419

Reaktionsgleichung

Reaktionsgleichung von HRID 16419
F[C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[C:4]#[N:5].C(=O)([O-])[O-].[K+].[K+].[Cl:17][C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][C:24]=1[OH:25])[NH2:21]>C(#N)C>[NH2:21][C:20]1[CH:22]=[CH:23][C:24]([O:25][C:2]2[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=2[C:4]#[N:5])=[C:18]([Cl:17])[CH:19]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 746952,6-DifluorobenzonitrileHCID 775784-Amino-2-chlorophenol

Produkt 1

HCID 179793022-(4-Amino-2-chlorophenoxy)-6-fluorobenzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

1.00 g (7.19 mmol) of 2,6-difluorobenzonitrile is initially charged in 10 ml of acetonitrile. 1.99 g (14.4 mmol) of potassium carbonate and 1.03 g (7.19 mmol) of 3-chloro-4-hydroxyaniline are added, and the mixture is heated at reflux for 45 min. The mixture is filtered and the filtercake is washed with ethyl acetate and DCM. The solvent is removed under reduced pressure and the residue is by column chromatography (silica gel 60, gradient column: mobile phase: DCM:petroleum ether=2:1, then DCM).

Aufarbeitung

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 45 min
  3. filtrationThe mixture is filtered
  4. washthe filtercake is washed with ethyl acetate and DCM
  5. customThe solvent is removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-63c7feb226134404a5bf0269df3955a5
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737153B2

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