Reaktion #459990

Reaktionsgleichung

potassium carbonate

lithium aluminum hydride

1-piperidino-3,4-dihydronaphthalene

HCl

→

1-(1-Tetrahydronaphthyl)piperidine

Lösungsmittel

ether

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto precipitate the salt
2. 2
   FiltrationRapid filtering
3. 3
   Sonstigehydrolysis by moisture
4. 4
   Trocknenby drying over potassium hydroxide in a vacuum dessicator
5. 5
   Sonstigeprovides a white powder salt which
6. 6
   FiltrationFiltration and concentration
7. 7
   Sonstigeleaves an oil which
8. 8
   workup.DISTILLATIONis fractionally distilled
9. 9
   Sonstigeto yield 25 g
10. 10
    Sonstigeof 1-(1-tetrahydronaphthyl)piperidine collected at 102°-106° (0.3 mm.)

Vorschrift

An ether solution of 48 g. of 1-piperidino-3,4-dihydronaphthalene as prepared above is treated with gaseous HCl to precipitate the salt. Rapid filtering to avoid hydrolysis by moisture followed by drying over potassium hydroxide in a vacuum dessicator provides a white powder salt which is added portionwise to an ether suspension of excess lithium aluminum hydride. After 1 hour of stirring, the excess reagent is decomposed by the cautious dropwise addition of potassium carbonate solution until a granular white precipitate forms. Filtration and concentration leaves an oil which is fractionally distilled to yield 25 g. of 1-(1-tetrahydronaphthyl)piperidine collected at 102°-106° (0.3 mm.).

Quelle