Reaction #7527

Reaction equation

2-chloro-4-methoxybenzyl alcohol

triethylamine

methanesulfonyl chloride

→

title compound

Yield 61.0%

2-chloro-4-methoxybenzyl chloride

Yield 61.0%

Solvents

dichloromethane

Conditions

Workup

1. 1
   OtherThe solvent was evaporated under reduced pressure
2. 2
   workup.DISSOLUTIONthe obtained residue was dissolved in ethyl acetate
3. 3
   WashThe organic layer was washed with saturated brine
4. 4
   Dryingdried over anhydrous sodium sulfate
5. 5
   OtherThe solvent was evaporated under reduced pressure

Procedure

To a solution of 2-chloro-4-methoxybenzyl alcohol (1.5 g, 8.7 mmol) in dichloromethane (10 mL) were added under ice-cooling triethylamine (2.4 mL, 17.4 mmol) and methanesulfonyl chloride (0.74 mL, 9.5 mmol) and the mixture was stirred at room temperature for 2 h. The solvent was evaporated under reduced pressure and the obtained residue was dissolved in ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give an almost pure title compound (1.01 g, 61%).

Source