4,7-Dichloro-8-nitroquinoline → 7-Chloro-4-methoxy-8-nitro-quinoline
Reaktionsgleichung
[CH3:1][O-:2].[Na+].Cl[C:5]1[C:14]2[C:9](=[C:10]([N+:16]([O-:18])=[O:17])[C:11]([Cl:15])=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1>CO>[Cl:15][C:11]1[C:10]([N+:16]([O-:18])=[O:17])=[C:9]2[C:14]([C:5]([O:2][CH3:1])=[CH:6][CH:7]=[N:8]2)=[CH:13][CH:12]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Sodium methoxide (2.0 g, 37.0 mmol) was added to a solution of 4,7-dichloro-8-nitro-quinoline (Intermediate 68) (3.0 g, 12.3 mmol) in MeOH (20 ml) and the reaction was heated under reflux for 24 h. The solvent was removed in vacuo. The residue was dissolved in EtOAc (150 ml) and washed with water, dried (MgSO4) and concentrated in vacuo. The crude residue was purified by column chromatography with EtOAc/heptane (4:1) to give the title compound (2.54 g, 83%).