2-(4-nitrobenzyl)-2H-1,2,3-benzotriazole → 4-(2H-1,2,3-benzotriazol-2-ylmethyl)aniline
Reaktionsgleichung
[N+:1]([C:4]1[CH:19]=[CH:18][C:7]([CH2:8][N:9]2[N:13]=[C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]3=[N:10]2)=[CH:6][CH:5]=1)([O-])=O>[C].[Pd].C(O)C>[N:10]1[N:9]([CH2:8][C:7]2[CH:18]=[CH:19][C:4]([NH2:1])=[CH:5][CH:6]=2)[N:13]=[C:12]2[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=12Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
A mixture of 2-(4-nitrobenzyl)-2H-1,2,3-benzotriazole (1.0 g), 10% palladium carbon (100 mg) and ethanol (20 ml) was stirred under a hydrogen atmosphere at room temperature for 4 hrs. Palladium carbon was removed from the reaction mixture by filtration, and the filtrate was concentrated. The residue was subjected to silica gel column chromatography to give 4-(2H-1,2,3-benzotriazol-2-ylmethyl)aniline (313 mg, 35%) as crystals from a fraction eluted with ethyl acetate-hexane (1:1, v/v). Recrystallization thereof from ethyl acetate-hexane gave colorless prism crystals. melting point: 229-230° C.