Water → N-methyl-4-nitro-N-[(1-propylimidazol-2-yl)methyl]aniline
Reaktionsgleichung
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][CH:4]=1.[H-].[Na+].Cl.Cl[CH2:16][C:17]1[N:18]([CH2:22][CH2:23][CH3:24])[CH:19]=[CH:20][N:21]=1.O>C1COCC1>[CH3:1][N:2]([CH2:16][C:17]1[N:18]([CH2:22][CH2:23][CH3:24])[CH:19]=[CH:20][N:21]=1)[C:3]1[CH:4]=[CH:5][C:6]([N+:9]([O-:11])=[O:10])=[CH:7][CH:8]=1Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
N-methyl-4-nitroaniline (2.3 g) was dissolved in THF (92 ml), 60% sodium hydride (1.85 g) was added to the solution at 0° C., and the mixture was stirred for 1 hour at room temperature. 2-chloromethyl-1-propylimidazole hydrochloride (3.54 g) was added to the mixture at room temperature and the mixture was stirred for 240 hours. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to give N-methyl-4-nitro-N-[(1-propylimidazol-2-yl)methyl]aniline (2.7 g).
Aufarbeitung
- stirringthe mixture was stirred for 240 hours
- extractionthe mixture was extracted with ethyl acetate
- washThe organic layer was washed with saturated brine
- dry with materialdried over magnesium sulfate
- customThe solvent was removed under reduced pressure
- customthe obtained residue was purified by silica gel column chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-a1d15733c159448c949227e746f80aaf
- Quelldatensatz
- uspto-grants-2007_08
- Patentnummer
- US07262185B2
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