Reaktion #44697

ord-63c7feb226134404a5bf0269df3955a5

Reaktionsgleichung

N#Cc1c(F)cccc1F
2,6-difluorobenzonitrile
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Nc1ccc(O)c(Cl)c1
3-chloro-4-hydroxyaniline
N#Cc1c(F)cccc1Oc1ccc(N)cc1Cl
2-(4-Amino-2-chlorophenoxy)-6-fluorobenzonitrile

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe mixture is heated
  2. 2
    Temperaturat reflux for 45 min
  3. 3
    FiltrationThe mixture is filtered
  4. 4
    Waschenthe filtercake is washed with ethyl acetate and DCM
  5. 5
    SonstigeThe solvent is removed under reduced pressure

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07737153B2uspto-grants-2010_06