反応 #161167

反応方程式

2,4-di-tert-butyl-5-nitro-phenol

ammonium formate

→

5-amino-2,4-di-tert-butyl-phenol

溶媒

ethanol

反応条件

後処理

1. 1
   温度at reflux for 2 h
2. 2
   ろ過filtered through Celite
3. 3
   洗浄The Celite was washed with methanol
4. 4
   濃縮the combined filtrates were concentrated

実験手順

To a reluxing solution of 2,4-di-tert-butyl-5-nitro-phenol (1.86 g, 7.4 mmol) and ammonium formate (1.86 g) in ethanol (75 mL) was added Pd-5% wt. on activated carbon (900 mg). The reaction mixture was stirred at reflux for 2 h, cooled to room temperature and filtered through Celite. The Celite was washed with methanol and the combined filtrates were concentrated to yield 5-amino-2,4-di-tert-butyl-phenol as a grey solid (1.66 g, quant.). 1H NMR (400 MHz, DMSO-d6) δ 8.64 (s, 1H, OH), 6.84 (s, 1H), 6.08 (s, 1H), 4.39 (s, 2H, NH2), 1.27 (m, 18H); HPLC ret. time 2.72 min, 10-99% CH3CN, 5 min run; ESI-MS 222.4 m/z (MH+).

出典