Reaktion #344637

Reaktionsgleichung

sodium azide

acetic acid

sodium azide

acetic acid

4-benzyloxy benzonitrile

→

expected compound

Ausbeute 85.0%

5-(4-benzyloxy phenyl) tetrazole

Ausbeute 85.0%

Lösungsmittel

butanol

butanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction medium was then reflux-heated for 4 hours
2. 2
   Temperaturthe reaction medium was again reflux-heated for 2 days
3. 3
   EinengenAfter concentration
4. 4
   Sonstigeby evaporation of the solvent
5. 5
   workup.DISSOLUTIONthe residue was dissolved in 20 ml of 10% aqueous NaOH
6. 6
   FiltrationAfter filtration
7. 7
   Extraktionthe aqueous phase was extracted with ether

Vorschrift

6.6×10-2 mol of sodium azide and 6.6×10-2 mol of acetic acid were added to a solution of 5×10-2 mol of 4-benzyloxy benzonitrile (VIII) in 20 ml butanol. The reaction medium was then reflux-heated for 4 hours. 1 g sodium azide, 2 g acetic acid and 10 ml butanol were added and the reaction medium was again reflux-heated for 2 days. After concentration by evaporation of the solvent, the residue was dissolved in 20 ml of 10% aqueous NaOH. After filtration, the aqueous phase was extracted with ether. The alkaline solution was acidified with 2 N HCl to obtain the expected compound, which was isolated with an 85% yield (M.P.=228° C.).

Quelle