Reaktion #6841

Reaktionsgleichung

potassium cyanide

(5-methoxy-4-methyl-1H-indol-3-ylmethyl)dimethylamine

→

(5-methoxy-4-methyl-1H-indol-3-yl)-acetonitrile

Ausbeute 87.2%

Lösungsmittel

water

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe solution was heated
2. 2
   Temperaturto reflux for 40 min
3. 3
   ExtraktionThe aqueous layer was extracted with three portions of toluene
4. 4
   Waschenthe combined toluene layers were washed with water and brine
5. 5
   SonstigeThe solvent was removed in vacuo
6. 6
   Sonstigethe product purified by column chromatography dichloromethane) as the mobile phase

Vorschrift

To a solution of potassium cyanide (0.74 g) in 20 mL water was added a solution of (5-methoxy-4-methyl-1H-indol-3-ylmethyl)dimethylamine (0.5 g) in 20 mL of N,N-dimethylformamide. The solution was heated to reflux for 40 min, cooled to rt, and 40 mL of ice water was added. The aqueous layer was extracted with three portions of toluene, and the combined toluene layers were washed with water and brine. The solvent was removed in vacuo and the product purified by column chromatography dichloromethane) as the mobile phase to yield (5-methoxy-4-methyl-1H-indol-3-yl)-acetonitrile (0.40 g).

Quelle