Réaction #6886

Équation de réaction

3-fluoroiodobenzene

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

→

oil

Rendement 56.2%

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

Rendement 56.2%

Solvants

diethylamine

Conditions de réaction

Traitement

1. 1
   Températurewas heated
2. 2
   Températureunder reflux for 5 hours
3. 3
   AutreThe solvent was removed under reduced pressure
4. 4
   Lavagewashed with water
5. 5
   SéchageThe organic phase was dried over magnesium sulfate
6. 6
   Autrethe solvent was removed under reduced pressure
7. 7
   workup.DISTILLATIONDistillation of the residue under reduced pressure

Mode opératoire

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.

Source