Реакция #8198

Уравнение реакции

3-Methylbenzo[b]thiophene

n-bromosuccinimide

2,2′Azobisisobutyronitrile

→

3-Bromomethylbenzo[b]thiophene

Выход 42.2%

Растворители

carbon tetrachloride

Условия реакции

Обработка

1. 1
   Температураthe resulting mixture is refluxed for two hours
2. 2
   ТемператураAfter cooling
3. 3
   Фильтрацияthe reaction mixture is filtered through a glass-fritted funnel
4. 4
   Концентрированиеthe filtrate is concentrated
5. 5
   ДругоеThe residue is triturated with petroleum ether and toluene

Методика

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%).

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