Benzoyl Peroxide → N-[5-(bromomethyl)pyridin-2-yl]-2-naphthamide

反応式

[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)=[O:10])=[N:6][CH:7]=1.[Br:21]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:21][CH2:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)=[O:10])=[N:6][CH:7]=1

参加物

実験手順

N-(5-methylpyridin-2-yl)-2-naphthamide (1.31 g, 5.0 mmol), N-bromosuccinimide (0.89 g, 5.0 mmol) and benzoyl peroxide (0.12 g, 0.5 mmol) were dissolved in carbon tetrachloride (50 mL), and reacted under protection of nitrogen for 16 hours. It was filtered while hot, and the filter cake was washed with carbon tetrachloride. The filtrate was concentrated, chromatographed on a silica gel column (petroleum ether:ethyl acetate=5:1) to obtain a white solid 0.66 g, at a yield of 38.6%.