Reacción #49061

Ecuación de reacción

dimethylamine hydrochloride

cyclopentanone

potassium cyanide

→

title product

Rendimiento 90.4%

1-(Dimethylamino)cyclopentanecarbonitrile

Rendimiento 90.4%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooled (ice bath)
2. 2
   Otrothe crude reaction mixture
3. 3
   Extracciónwas extracted three times with diethyl ether (3×200 ml)
4. 4
   Lavadothe combined extracts washed twice with water (2×50 ml)
5. 5
   Secadodried (Na2SO4)
6. 6
   Otroevaporated

Procedimiento

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.

Fuente