Reaction #11765

Reaction equation

(5-chloro-2-methoxy-phenyl)-methanesulfonamide

boron tribromide

→

title compound

Yield 86.8%

(5-Chloro-2-hydroxy-phenyl)-methanesulfonamide

Yield 86.8%

Solvents

dichloroethane

Conditions

Workup

1. 1
   OtherThe reaction was quenched with water, saturated with sodium chloride
2. 2
   Extractionextracted with ethyl acetate
3. 3
   DryingThe organic layer was dried over sodium sulfate
4. 4
   Filtrationfiltered
5. 5
   Concentrationconcentrated

Procedure

To a suspension of (5-chloro-2-methoxy-phenyl)-methanesulfonamide (0.03 g, 0.13 mmol) in dichloroethane (1.5 mL) was added boron tribromide solution (1M in dichloromethane, 0.26 mL, 0.26 mmol). The reaction was stirred for one hour at ambient temperature. The reaction was quenched with water, saturated with sodium chloride and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered and concentrated to give the title compound (0.025 g).

Source