Reacción #1350607

Ecuación de reacción

Sodium azide

p-cyanobenzyl bromide

→

title compound

Rendimiento 99.2%

α-azido-4-cyanotoluene

Rendimiento 99.2%

Disolventes

water

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with ether (2×100 mL)
2. 2
   LavadoCombined organic layers were washed with brine
3. 3
   Secadodried (MgSO4)
4. 4
   OtroRemoval of solvent

Procedimiento

Sodium azide (Aldrich, 3.5 g, 54 mmol) was added to a solution of p-cyanobenzyl bromide (Aldrich, 10 g, 51 mmol) in DMF (100 mL), and the resulting mixture was stirred at ambient temperature for 5 hours. The reaction mixture was then diluted with water (350 mL) and extracted with ether (2×100 mL). Combined organic layers were washed with brine and dried (MgSO4). Removal of solvent gave the title compound (8 g, 96%). 1HNMR (CDCl3) δ4.42 (s, 2H), 7.41 (d, 2H, J=8.1 Hz), 7.65 (d, 2H, J=8.1 Hz).

Fuente