Reaction #48097

Reaction equation

Thionyl chloride

4-bromo-3-hydroxymethyl-1-iodo-benzene

DMF

→

4-Bromo-3-chloromethyl-1-iodo-benzene

Solvents

dichloromethane

Conditions

Workup

1. 1
   OtherThen, the solvent and the excess reagent is removed under reduced pressure
2. 2
   OtherThe residue is triturated with methanol
3. 3
   Otherdried

Procedure

Thionyl chloride (13 mL) is added to a suspension of 4-bromo-3-hydroxymethyl-1-iodo-benzene (47.0 g) in dichloromethane (100 mL) containing DMF (0.1 mL). The mixture is stirred at ambient temperature for 3 h. Then, the solvent and the excess reagent is removed under reduced pressure. The residue is triturated with methanol and dried.

Source