Reaktion #11758

Reaktionsgleichung

5-chloro-2-methoxy-benzenesulfonamide

boron tribromide

→

title compound

Ausbeute 66.1%

5-Chloro-2-hydroxy-benzenesulfonamide

Ausbeute 66.1%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwarmed to ambient temperature
2. 2
   workup.STIRRINGstirred overnight
3. 3
   SonstigeThe reaction was quenched with water (0.30 mL)
4. 4
   Sonstigethe precipitate formed
5. 5
   Sonstigewas removed by filtration
6. 6
   EinengenThe filtrate was concentrated in vacuo
7. 7
   Sonstigethe crude product was purified by chromatography on silica gel

Vorschrift

To a suspension of 5-chloro-2-methoxy-benzenesulfonamide (0.52 g, 2.33 mmol) in dichloromethane (25 mL) at −78° C. was added boron tribromide (1M solution in dichloromethane, 3.5 mL, 3.5 mmol). The reaction was stirred at −78° C. for 30 minutes and then warmed to ambient temperature and stirred overnight. The reaction was quenched with water (0.30 mL) and the precipitate formed was removed by filtration. The filtrate was concentrated in vacuo and the crude product was purified by chromatography on silica gel to give the title compound (0.32 g).

Quelle