Ethyl Acetate → 4-(4-Amino-2-chlorophenoxy)-2-fluorobenzonitrile

HRID 16426

Reaktionsgleichung

Reaktionsgleichung von HRID 16426
[F:1][C:2]1[CH:9]=[C:8](F)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[Cl:11][C:12]1[CH:13]=[C:14]([CH:16]=[CH:17][C:18]=1[OH:19])[NH2:15].C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>C(#N)C>[NH2:15][C:14]1[CH:16]=[CH:17][C:18]([O:19][C:8]2[CH:7]=[CH:6][C:3]([C:4]#[N:5])=[C:2]([F:1])[CH:9]=2)=[C:12]([Cl:11])[CH:13]=1

Komponenten

6

Edukt 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 775452,4-DifluorobenzonitrileHCID 775784-Amino-2-chlorophenol

Produkt 1

HCID 179793474-(4-Amino-2-chlorophenoxy)-2-fluorobenzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

2.00 g (14.4 mmol) of 2,4-difluorobenzonitrile, 2.06 g (14.4 mmol) of 3-chloro-4-hydroxyaniline and 3.97 g (28.8 mmol) of potassium carbonate in 20 ml of acetonitrile are heated at RF for one hour. Ethyl acetate is added, the mixture is filtered and the solvent is removed under reduced pressure. The residue is purified by column chromatography (silica gel 60), giving the product which is a regioisomer mixture with a ratio of 62:38.

Aufarbeitung

  1. filtrationthe mixture is filtered
  2. customthe solvent is removed under reduced pressure
  3. customThe residue is purified by column chromatography (silica gel 60)
  4. customgiving the product which

Quellen und Nachweise

ORD-Eintrag
ord-469b7561ac284cd882eeac1cf9b3c0ae
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737153B2

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