Reacción #6886

Ecuación de reacción

3-fluoroiodobenzene

4-methyl-1-(2-propynyl)piperidine

→

oil

Rendimiento 56.2%

1-[3-(3-Fluorophenyl)-2-propynyl]-4-methylpiperidine

Rendimiento 56.2%

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
   Otrothe solvent was removed under reduced pressure
7. 7
   workup.DISTILLATIONDistillation of the residue under reduced pressure

Procedimiento

A mixture of 3-fluoroiodobenzene (8.88 g), 4-methyl-1-(2-propynyl)piperidine (6.80 g), palladium acetate (0.045 g), tri-o-toloylphosphine (0.24 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 the solvent was removed under reduced pressure. Distillation of the residue under reduced pressure gave an oil (5.20 g) of boiling point 105° C./0.07 mm Hg.

Fuente