Reaktion #6886

ord-407eb598551c4c3b88f8f45387ed5837

Reaktionsgleichung

Fc1cccc(I)c1
3-fluoroiodobenzene
C#CCN1CCC(C)CC1
4-methyl-1-(2-propynyl)piperidine
CC1CCN(CC#Cc2cccc(F)c2)CC1
oil
Ausbeute 56.2%
CC1CCN(CC#Cc2cccc(F)c2)CC1
1-[3-(3-Fluorophenyl)-2-propynyl]-4-methylpiperidine
Ausbeute 56.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated
  2. 2
    Temperaturunder reflux for 5 hours
  3. 3
    SonstigeThe solvent was removed under reduced pressure
  4. 4
    Waschenwashed with water
  5. 5
    TrocknenThe organic phase was dried over magnesium sulfate
  6. 6
    Sonstigethe solvent was removed under reduced pressure
  7. 7
    workup.DISTILLATIONDistillation of the residue under reduced pressure

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07084158B2uspto-grants-2006_08