Reaktion #64198

Reaktionsgleichung

4-bromomethylbenzonitrile

sodium azide

water

→

4-azidomethylbenzonitrile

Ausbeute 96.7%

Lösungsmittel

1,3-dimethyl-2-imidazolidinone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted twice with dichloromethane
2. 2
   Waschenwashed with water
3. 3
   Trocknendried over sodium sulfate
4. 4
   Einengenconcentrated to dryness under vacuum
5. 5
   Sonstigechromatographed on silica gel with hexane/ethyl acetate

Vorschrift

50 g of 4-bromomethylbenzonitrile is dissolved in 350 ml of 1,3-dimethyl-2-imidazolidinone and stirred at 25° for 2 hours with 32.5 g of sodium azide. The mixture is subsequently combined with 500 ml of water under ice cooling, extracted twice with dichloromethane, washed with water, dried over sodium sulfate, concentrated to dryness under vacuum, and chromatographed on silica gel with hexane/ethyl acetate, thus obtaining 39 g of 4-azidomethylbenzonitrile as a colorless liquid.

Quelle