Reaktion #49061

Reaktionsgleichung

dimethylamine hydrochloride

cyclopentanone

potassium cyanide

→

title product

Ausbeute 90.4%

1-(Dimethylamino)cyclopentanecarbonitrile

Ausbeute 90.4%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled (ice bath)
2. 2
   Sonstigethe crude reaction mixture
3. 3
   Extraktionwas extracted three times with diethyl ether (3×200 ml)
4. 4
   Waschenthe combined extracts washed twice with water (2×50 ml)
5. 5
   Trocknendried (Na2SO4)
6. 6
   Sonstigeevaporated

Vorschrift

To a suspension of dimethylamine hydrochloride (8.15 g; 0.1 mol) in cyclopentanone (8.4 g; 0.1 mol) cooled (ice bath) was added dropwise a solution of potassium cyanide (6.5 g; 0.1 mol) in water (50 ml) over 10 min. After vigorous stirring at room temperature for 18 h, the crude reaction mixture was extracted three times with diethyl ether (3×200 ml) and the combined extracts washed twice with water (2×50 ml), dried (Na2SO4), and evaporated to afford the title product as a pale yellow oil (12.5 g) which was used without further purification. 1H NMR (CDCl3) δ: 1.7-2.0 (6H, m), 2.15-2.3 (2H, m), 3.3 (6H, s). Mass Spectrum (Electrospray LC/MS): Found 112 (MH+−HCN). C8H14N2 requires 138.

Quelle