Reaktion #6888

Reaktionsgleichung

hydrochloric acid

phenylacetylene

piperidine

paraformaldehyde

→

oil

Ausbeute 65.3%

1-(3-phenyl-2-propynyl)piperidine

Ausbeute 65.3%

Lösungsmittel

dioxane

dioxane

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was heated
2. 2
   Temperaturunder reflux for 6 hours
3. 3
   WaschenThe solution was washed with diethyl ether
4. 4
   Extraktionextracted with diethyl ether (3×100 ml)
5. 5
   TrocknenThe organic phase was dried with magnesium sulfate
6. 6
   Einengenconcentrated completely
7. 7
   workup.DISTILLATIONDistillation of the residue under reduced pressure

Vorschrift

With stirring, a solution of phenylacetylene (10.2 g) in dioxane (10 ml), a solution of piperidine (13.3 g) in dioxane (10 ml) and copper(I) chloride (0.1 g) were added successively to a suspension of paraformaldehyde (3.6 g) in dioxane (10 ml). The mixture was heated under reflux for 6 hours, allowed to cool to 25° C. and acidified using 20% strength hydrochloric acid. The solution was washed with diethyl ether and the aqueous phase was made alkaline using 50% strength aqueous sodium hydroxide solution and extracted with diethyl ether (3×100 ml). The organic phase was dried with magnesium sulfate and concentrated completely. Distillation of the residue under reduced pressure gave an oil (13.0 g) of boiling point 95° C./0.045 mm Hg.

Quelle