反応 #674290

反応方程式

3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine

Water

Na2CO3

→

3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

収率 96.0%

溶媒

EtOH AcOH

反応条件

後処理

1. 1
   温度The mixture was then refluxed for 75 min
2. 2
   ろ過The precipitate was collected by filtration
3. 3
   濃縮The filtrate was concentrated by evaporator and in vacuo
4. 4
   その他to give black residue
5. 5
   抽出extracted with ether (3×200 mL)
6. 6
   洗浄The combined ethereal solution was washed with saturated NaHCO3 (2×60 mL), H2O (60 mL) and brine (60 mL)
7. 7
   乾燥dried over anhydrous Na2SO4
8. 8
   濃縮concentrated by evaporator in vacuo

実験手順

To a suspension of 3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine (10 g, 30 mmol) in EtOH/AcOH (200/250 mL) was added iron powder (16.75 g, 300 mmol) in one portion. The mixture was then refluxed for 75 min. The reaction mixture was allowed to cool to room temperature. The precipitate was collected by filtration. The filtrate was concentrated by evaporator and in vacuo to give black residue. The black residue was combined with the collected solid. Water (300 mL) was added and the aqueous mixture was neutralized with Na2CO3, then extracted with ether (3×200 mL). The combined ethereal solution was washed with saturated NaHCO3 (2×60 mL), H2O (60 mL) and brine (60 mL), dried over anhydrous Na2SO4, concentrated by evaporator in vacuo to afford 3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine (8.67 g, 96%) as an off-white solid.

出典