Reaktion #6887

ord-3d1eef909b754b8da0b694cdccfec3a6

Reaktionsgleichung

C#CCBr
propargyl bromide
CC1CCNCC1
4-methylpiperidine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C#CCN1CCC(C)CC1
oil
Ausbeute 92.0%
C#CCN1CCC(C)CC1
4-methyl-1-(2-propynyl)piperidine
Ausbeute 92.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
50°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationfiltered
  2. 2
    EinengenThe filtrate was concentrated under reduced pressure
  3. 3
    WaschenThe organic phase was washed with water (3×15 ml)
  4. 4
    Trocknendried with sodium sulfate
  5. 5
    Einengenconcentrated under reduced pressure
  6. 6
    workup.DISTILLATIONDistillation of the residue under reduced pressure

Vorschrift

At 0–5° C., propargyl bromide (12.01 g) was added dropwise with stirring to a suspension of 4-methylpiperidine (10.0 g) and potassium carbonate (13.96 g) in dry acetone (80 ml). The mixture was stirred at 50° C. for 6 hours and then filtered. The filtrate was concentrated under reduced pressure and the residue was taken up in dichloromethane. The organic phase was washed with water (3×15 ml), dried with sodium sulfate and concentrated under reduced pressure. Distillation of the residue under reduced pressure gave 12.73 g of an oil of boiling point 60° C./16 mm Hg.

Quelle

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