Reaktion #156302

Reaktionsgleichung

1-(piperidin-1-yl)cyclobutanecarbonitrile

water

sodium hydroxide

lithium aluminum hydride

→

1-[1-(piperidin-1-yl)cyclobutyl]methanamine

Ausbeute 91.0%

Lösungsmittel

ethyl acetate

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   TemperaturUnder ice-cooling
3. 3
   Filtrationthe reaction mixture was filtered
4. 4
   EinengenThe filtrate was concentrated under reduced pressure
5. 5
   SonstigeThe residue was purified by silica gel column chromatography (chloroform/methanol)

Vorschrift

Under a nitrogen atmosphere, to a mixture of 693 mg of lithium aluminum hydride and 30 mL of tetrahydrofuran was added dropwise a solution of 1.0 g of 1-(piperidin-1-yl)cyclobutanecarbonitrile in 18 mL of tetrahydrofuran under ice-cooling. The reaction mixture was stirred at room temperature for 3 hours. Under ice-cooling, 1.5 mL of water and 1.5 mL of a 15% aqueous sodium hydroxide solution were added dropwise thereto. The mixture was diluted with ethyl acetate and the reaction mixture was filtered. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol) to obtain 932 mg of 1-[1-(piperidin-1-yl)cyclobutyl]methanamine.

Quelle