Reaction #2069945

Reaction equation

sodium hydrogencarbonate

Methanesulfonyl chloride

triethylamine

o-iodobenzyl alcohol

→

title compound

Yield 100.7%

1-(Chloromethyl)-2-iodobenzene

Yield 100.7%

Solvents

methylene chloride

Conditions

Workup

1. 1
   Extractionthe resulting mixture was extracted with methylene chloride
2. 2
   DryingThe methylene chloride layer was dried over anhydrous magnesium sulfate
3. 3
   Concentrationconcentrated under reduced pressure

Procedure

Methanesulfonyl chloride (2.0 ml, 29 mmol) and triethylamine (3.6 ml, 26 mmol) were added to a solution of o-iodobenzyl alcohol (5.0 g, 21 mmol) in methylene chloride (50 ml) cooled to 0° C., and the mixture was stirred at that temperature for 19 hours. A 5% aqueous sodium hydrogencarbonate solution was added, and the resulting mixture was extracted with methylene chloride. The methylene chloride layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound (5.34 g).

Source