Réaction #40454

Équation de réaction

3-(2-nitrophenoxy)benzonitrile

SnCl2.2H2O

→

3-(2-aminophenoxy)benzonitrile

Rendement 99.0%

Solvants

EtOH

Conditions de réaction

Traitement

1. 1
   Températureat reflux for 4 h
2. 2
   AutreThe volatile was evaporated
3. 3
   workup.DISSOLUTIONthe residue was redissolved in EtOAc
4. 4
   Lavagewashed with saturated aqueous NaHCO3 and 1N NaOH
5. 5
   SéchageThe organic layer was dried over MgSO4
6. 6
   Filtrationfiltered
7. 7
   Autreevaporated

Mode opératoire

A solution of 3-(2-nitrophenoxy)benzonitrile (1.21 g, 5 mmol, 1.0 equiv) in 30 mL of EtOH was treated with SnCl2.2H2O (3-38 g, 3 equiv) at reflux for 4 h. The volatile was evaporated and the residue was redissolved in EtOAc, washed with saturated aqueous NaHCO3 and 1N NaOH. The organic layer was dried over MgSO4, filtered and evaporated to give 3-(2-aminophenoxy)benzonitrile (1.04 g, 99%). MS found for C13H11N2O (M+H)+: 211.

Source