Ammonia → (4-methyl-1-trityl-1H-imidazol-5-yl)methanamine
Reaktionsgleichung
Cl[CH2:2][C:3]1[N:7]([C:8]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[N:5][C:4]=1[CH3:27].[NH3:28]>>[CH3:27][C:4]1[N:5]=[CH:6][N:7]([C:8]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:3]=1[CH2:2][NH2:28]Komponenten
3
Versuchsvorschrift
A solution of 5-(chloromethyl)-4-methyl-1-trityl-1H-imidazole (1.00 g, 2.68 mmol) in ammonia (7 N in CH3OH, 4 mL, 28 mmol) was heated to 50° C. in a sealed tube for 16 h. The reaction mixture was concentrated under reduced pressure and the crude material purified by column chromatography (silica gel, 100% CH2Cl2 to 50% CH3OH) to provide (4-methyl-1-trityl-1H-imidazol-5-yl)methanamine (250 mg, 26%). 1H NMR consistent.
Aufarbeitung
- concentrationThe reaction mixture was concentrated under reduced pressure
- customthe crude material purified by column chromatography (silica gel, 100% CH2Cl2 to 50% CH3OH)