3-(2-Methyl-1,3-dioxolan-2-yl)benzonitrile → [3-(2-Methyl-1,3-dioxolan-2-yl)phenyl]methanamine
反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][C:8]1([C:13]2[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=2)[C:16]#[N:17])[O:12][CH2:11][CH2:10][O:9]1>CCOCC>[CH3:7][C:8]1([C:13]2[CH:14]=[C:15]([CH2:16][NH2:17])[CH:18]=[CH:19][CH:20]=2)[O:9][CH2:10][CH2:11][O:12]1参加物
4
実験手順
To a stirred solution of LiAlH4 (114 mg, 3.6 mmol) in ether at 0° C. was added 3-(2-methyl-1,3-dioxolan-2-yl)benzonitrile (0.57 g, 3.0 mmol). The reaction mixture was stirred for 4 h and quenched with H2O (0.2 mL), 20% NaOH (0.2 mL), brine (0.6 mL). The resulting mixture was stirred for 1 h and filtered over celite and concentrated. The residue was purified by column chromatography (10% MeOH in CHCl3) to provide (3-(2-methyl-1,3-dioxolan-2-yl)phenyl)methanamine (334 mg, 57%).