Reaktion #316039

ord-17d9e8d3d39149adb82d258abf303c73

Reaktionsgleichung

Cl
hydrochloric acid
[Na+].[OH-]
Sodium hydroxide
O
water
O=C1Nc2ccc(F)cc2C1=O
5-Fluoro-1H-indole-2,3-dione
O=C(CO)c1ccccc1
2-hydroxy-1-phenyl-ethanone
O=C(O)c1c(O)c(-c2ccccc2)nc2ccc(F)cc12
6-fluoro-3-hydroxy-2-phenyl-quinoline-4-carboxylic acid
Ausbeute 21.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeto prepare a solution
  2. 2
    Waschenthe precipitated crystal was washed with methanol and water

Vorschrift

5-Fluoro-1H-indole-2,3-dione (1.19 g) and 2-hydroxy-1-phenyl-ethanone (2.25 g) were dissolved in methanol (70 ml) to prepare a solution. Sodium hydroxide (4.82 g) and water (30 ml) were added to the solution, and the mixture was stirred at room temperature overnight. Dilute hydrochloric acid was added to the reaction solution, and the precipitated crystal was washed with methanol and water to give 6-fluoro-3-hydroxy-2-phenyl-quinoline-4-carboxylic acid (427 mg, yield 21%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07560558B2uspto-grants-2009_07