Reaktion #161083

Reaktionsgleichung

4,5-dioxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester

iodine

→

5-hydroxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Ausbeute 44.1%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was refluxed for 19 h
2. 2
   Einengenconcentrated under reduced pressure
3. 3
   WaschenThe resulting solid was washed with ethyl acetate, water and acetone
4. 4
   Sonstigerecrystallized from DMF

Vorschrift

To a solution of 4,5-dioxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester (1.6 g, 6.8 mmol) in ethanol (100 mL) was added iodine (4.8 g, 19 mmol). The mixture was refluxed for 19 h and then concentrated under reduced pressure. The resulting solid was washed with ethyl acetate, water and acetone, and then recrystallized from DMF to give 5-hydroxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (700 mg, 43%).

Quelle