反応 #161186

反応方程式

2-tert-butyl-4-(2-ethoxyphenyl)-5-nitrophenol

→

2-tert-butyl-4-(2-ethoxyphenyl)-5-aminophenol

収率 92.0%

溶媒

methanol

反応条件

後処理

1. 1
   ろ過The catalyst was filtered off
2. 2
   濃縮the filtrate was concentrated
3. 3
   その他The residue was purified by column chromatography (petroleum ether-ethyl acetate, 6:1)

実験手順

To a solution of 2-tert-butyl-4-(2-ethoxyphenyl)-5-nitrophenol (3.0 g, 9.5 mmol) in methanol (30 ml) was added Raney Ni (300 mg). The mixture was stirred under H2 (1 atm) at room temperature for 2 h. The catalyst was filtered off and the filtrate was concentrated. The residue was purified by column chromatography (petroleum ether-ethyl acetate, 6:1) to afford 2-tert-butyl-4-(2-ethoxyphenyl)-5-aminophenol (C-15) (2.35 g, 92%). 1H NMR (DMSO-d6) δ 8.89 (s, 1H), 7.19 (t, 1H, J=4.2 Hz), 7.10 (d, 1H, J=1.8 Hz), 7.08 (d, 1H, J=1.8 Hz), 6.94 (t, 1H, J=3.6 Hz), 6.67 (s, 1H), 6.16 (s, 1H), 4.25 (s, 1H), 4.00 (q, 2H, J=6.9 Hz), 1.26 (s, 9H), 1.21 (t, 3H, J=6.9 Hz); ESI-MS 286.0 m/z (MH+).

出典