Reacción #6884

Ecuación de reacción

2-iodotoluene

N-(2-propynyl)piperidine

→

oil

Rendimiento 62.3%

1-(3-o-Tolyl-2-propynyl)piperidine

Rendimiento 62.3%

Disolventes

diethylamine

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaunder reflux for 5 hours
3. 3
   OtroThe solvent was removed under reduced pressure
4. 4
   Lavadowashed with water
5. 5
   SecadoThe organic phase was dried over magnesium sulfate
6. 6
   Concentraciónconcentrated completely under reduced pressure
7. 7
   workup.DISTILLATIONDistillation of the residue under reduced pressure

Procedimiento

A mixture of 2-iodotoluene (6.54 g), N-(2-propynyl)piperidine (3.69 g), dichlorobis(triphenylphosphino)palladium(II) (0.05 g) and copper(I) iodide (0.1 g) in dry diethylamine (50 ml) was heated under reflux for 5 hours. The solvent was removed under reduced pressure and the residue was taken up in diethyl ether and washed with water. The organic phase was dried over magnesium sulfate and concentrated completely under reduced pressure. Distillation of the residue under reduced pressure gave 3.98 g of an oil of boiling point 96–98° C./0.08 mm Hg.

Fuente