Reaktion #76554

Reaktionsgleichung

3-Aminoquinolin-4-ol hydrochloride

propanoic anhydride

sodium hydroxide

→

2-ethyloxazolo[4,5-c]quinoline

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled
2. 2
   Extraktionextracted with dichloromethane
3. 3
   WaschenThe extract was washed with water and brine
4. 4
   Trocknendried over magnesium sulfate
5. 5
   Einengenconcentrated under vacuum
6. 6
   SonstigeThe residue was purified by column chromatography (silica gel eluting with methanol/ethyl acetate)

Vorschrift

3-Aminoquinolin-4-ol hydrochloride (6 g) was refluxed with propanoic anhydride (8 eq.) until analysis by thin layer chromatography indicated that the reaction was complete. The reaction mixture was cooled, diluted with ice and water, made basic with 10% sodium hydroxide and then extracted with dichloromethane. The extract was washed with water and brine, dried over magnesium sulfate and then concentrated under vacuum. The residue was purified by column chromatography (silica gel eluting with methanol/ethyl acetate) to provide 4.0 g of 2-ethyloxazolo[4,5-c]quinoline.

Quelle