1-Bromo-3-chloropropane → 1-(3-Chloropropoxy)-4-iodobenzene

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Reaction Steps

Potassium carbonate (6.3 g, 45.4 mmol, 2 eq) is added to a solution of 4-iodophenol a1 (5 g, 22.7 mmol, 1 eq) in acetone (200 ml) then 1-bromo-3-chloropropane a2 (2.2 ml, 22.7 mmol, 1 eq) is added and the mixture is heated at reflux overnight. The solvent is then removed in vacuo, and the residue is dissolved into dichloromethane. The organic layer is washed twice with a saturated solution of aqueous ammonium chloride then the aqueous layer is extracted with dichloromethane. The organic layers are dried over magnesium sulfate and concentrated in vacuo to give 6.6 g of 1-(3-chloropropoxy)-4-iodobenzene a3 as a colorless oil.

Provenance & Evidence