Reacción #1166457

Ecuación de reacción

pyridyl ketone oxime

ammonia

→

Bis(pyridin-2-yl)methylamine

Rendimiento 86.0%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe solution was warmed
2. 2
   Temperaturauntil reflux
3. 3
   Temperaturathe mixture was refluxed for 1 h.
4. 4
   FiltraciónThe solution was filtered
5. 5
   workup.ADDITIONwater (15 ml) was added
6. 6
   workup.ADDITIONSolid NaOH was added until PH>>10
7. 7
   Extracciónthe solution was extracted with CH2Cl2 (3×20 ml)
8. 8
   SecadoThe organic layers were dried over Na2SO4
9. 9
   Otroevaporated until dryness

Procedimiento

To pyridyl ketone oxime (3 g, 15.1 mmol) was added ethanol (15 ml), concentrated ammonia solution (15 mL) and NH4OAc (1.21 g, 15.8 mmol). The solution was warmed until reflux. To this solution was added 4.64 g Zn in small portions. After the addition of all Zn, the mixture was refluxed for 1 h. and allowed to cool to ambient temperature. The solution was filtered and water (15 ml) was added. Solid NaOH was added until PH>>10 and the solution was extracted with CH2Cl2 (3×20 ml). The organic layers were dried over Na2SO4 and evaporated until dryness. Bis(pyridin-2-yl)methylamine (2.39 g, 12.9 mmol) was obtained as a colourless oil in 86% yield, showing the following analytical characteristics:

Fuente