Reaktion #76583

Reaktionsgleichung

3-amino-7-methoxyquinolin-4-ol hydrochloride

triethylamine

dichloromethane

Butyryl chloride

→

N-(4-hydroxy-7-methoxyquinolin-3-yl)butanamide

Ausbeute 62.8%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe N,N-dimethylformamide was removed under vacuum
2. 2
   Sonstigethe resulting solid was partitioned between dichloromethane (100 mL) and water (100 mL)
3. 3
   WaschenThe organic fraction was washed with water
4. 4
   Trocknendried over magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated under vacuum

Vorschrift

Butyryl chloride (0.63 mL, 6.1 mmol) was added dropwise to a solution containing 3-amino-7-methoxyquinolin-4-ol hydrochloride (1.0 g, 5.26 mmol), triethylamine (2.35 mL, 16.8 mmol), dichloromethane (30 mL) and N,N-dimethylformamide (10 mL). The reaction mixture was maintained at ambient temperature overnight. The N,N-dimethylformamide was removed under vacuum and the resulting solid was partitioned between dichloromethane (100 mL) and water (100 mL). The organic fraction was washed with water, dried over magnesium sulfate, filtered and then concentrated under vacuum to provide 0.86 g of N-(4-hydroxy-7-methoxyquinolin-3-yl)butanamide as a tan solid.

Quelle