Ethanol → 7-Methoxy-2-phenylquinoline-4-carboxylic acid

HRID 1455507Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1455507
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7](=O)[C:8](=[O:12])[NH:9]2)=[CH:5][CH:4]=1.[C:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)(=O)[CH3:15].[OH-].[K+].CC[OH:27]>O>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([C:8]([OH:12])=[O:27])=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:9]2)=[CH:5][CH:4]=1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 7410AcetophenoneHCID 14797Potassium HydroxideHCID 103749726-Methoxyisatin

Produkt 1

HCID 108026157-Methoxy-2-phenylquinoline-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

5 g (28.2 mmol) of 6-methoxyisatin, 4 ml (33.8 mmol) of acetophenone and 5.2 g (92.6 mmol) of potassium hydroxide were dissolved in 22.9 ml of abs. EtOH and the slurry heated at 80° C. for 42 hours. After cooling of the reaction mixture, 50 ml of water were added and the solution extracted with 50 ml of Et2O. The ice-cooled aqueous phase was acidified to pH 1 with 37% HCl and the precipitate collected by filtration and washed with water.

Aufarbeitung

  1. additionwere added
  2. extractionthe solution extracted with 50 ml of Et2O
  3. temperatureThe ice-cooled aqueous phase
  4. filtrationthe precipitate collected by filtration
  5. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-b146cc9acc424c30a4af8f114272d9a2
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07482458B2

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