Reacción #8198

Ecuación de reacción

3-Methylbenzo[b]thiophene

n-bromosuccinimide

2,2′Azobisisobutyronitrile

→

3-Bromomethylbenzo[b]thiophene

Rendimiento 42.2%

Disolventes

carbon tetrachloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe resulting mixture is refluxed for two hours
2. 2
   TemperaturaAfter cooling
3. 3
   Filtraciónthe reaction mixture is filtered through a glass-fritted funnel
4. 4
   Concentraciónthe filtrate is concentrated
5. 5
   OtroThe residue is triturated with petroleum ether and toluene

Procedimiento

3-Methylbenzo[b]thiophene (9.9 g, 67 mmol) is heated in carbon tetrachloride (133 ml ) to near reflux in the presence of n-bromosuccinimide (11.9 g, 67 mmol, 1.0 eq.). 2,2′Azobisisobutyronitrile (2.2 g, 13.3 mmol, 0.2 eq.) is added and the resulting mixture is refluxed for two hours. After cooling, the reaction mixture is filtered through a glass-fritted funnel, and the filtrate is concentrated. The residue is triturated with petroleum ether and toluene to afford 6.42 g of 3-Bromomethylbenzo[b]thiophene (42%).

Fuente