反应详情

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.).

1. temperatureThe reaction medium was then reflux-heated for 4 hours
2. temperaturethe reaction medium was again reflux-heated for 2 days
3. concentrationAfter concentration
4. customby evaporation of the solvent
5. dissolutionthe residue was dissolved in 20 ml of 10% aqueous NaOH
6. filtrationAfter filtration
7. extractionthe aqueous phase was extracted with ether