Reacción #1350608

Ecuación de reacción

α-azido-4-cyanotoluene

compound 33

α-azido-4-cyanotoluene

→

title compound

Rendimiento 93.5%

p-cyanobenzylamine

Rendimiento 93.5%

Disolventes

EtOAc

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrofor 11 hours
2. 2
   OtroCatalyst was removed
3. 3
   Filtraciónby filtering
4. 4
   Otrothe solvent was removed under vacuum

Procedimiento

10% Pd-on-C (Aldrich, 800 mg) catalyst was added to a solution of α-azido-4-cyanotoluene (compound 33, 8 g, 51 mmol) in EtOAc (150 mL). The reaction mixture was hydrogenated (H2, 45 psi) in a Parr apparatus for 11 hours. Catalyst was removed by filtering and the solvent was removed under vacuum to give the title compound (6.3 g, 93%). 1HNMR (CDCl3) δ3.85 (s, 2H), 7.45 (d, 2H, J=8.1), 7.60 (d, 2H, J=8.1 Hz), 7.78 (s, 2H, NH2).

Fuente