Reacción #674290

Ecuación de reacción

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

Water

Na2CO3

→

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

Rendimiento 96.0%

Disolventes

EtOH AcOH

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was then refluxed for 75 min
2. 2
   FiltraciónThe precipitate was collected by filtration
3. 3
   ConcentraciónThe filtrate was concentrated by evaporator and in vacuo
4. 4
   Otroto give black residue
5. 5
   Extracciónextracted with ether (3×200 mL)
6. 6
   LavadoThe combined ethereal solution was washed with saturated NaHCO3 (2×60 mL), H2O (60 mL) and brine (60 mL)
7. 7
   Secadodried over anhydrous Na2SO4
8. 8
   Concentraciónconcentrated by evaporator in vacuo

Procedimiento

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.

Fuente