Potassium Carbonate → omega-(2-Cyano-4-chlorophenoxy)-2-benzyloxy-acetophenone

HRID 450838Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 450838
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[C:10]([C:15]#[N:16])[CH:9]=1.Br[CH:18]([O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:20]>CN(C=O)C>[C:15]([C:10]1[CH:9]=[C:8]([Cl:7])[CH:13]=[CH:12][C:11]=1[O:14][CH:18]([O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:20])#[N:16]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 27774205-Chloro-2-hydroxybenzonitrileHCID 20153830omega-Bromo-2-benzyloxy-acetophenone

Produkt 1

HCID 68535637omega-(2-Cyano-4-chlorophenoxy)-2-benzyloxy-acetophenone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A suspension of potassium carbonate (0.06 g, 4.0 mmol), 4-chloro-2-cyanophenol (0.25 g, 1.6 mmol) and ω-bromo-2-benzyloxy-acetophenone (0.49 g, 1.6 mmol) in dry DMF (10 ml) is stirred at room temperature for 20 h. After evaporating the solvent under reduced pressure the residue is taken up in ethyl acetate. The solution is washed with water, dried over sodium sulfate and evaporated under reduced pressure. The residue is purified by silical gel column chromatography to yield the title compound.

Aufarbeitung

  1. customAfter evaporating the solvent under reduced pressure the residue
  2. washThe solution is washed with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated under reduced pressure
  5. customThe residue is purified by silical gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-d607c6706b354f9e9d4543951294f806
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486996B2

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