Reacción #11765

ord-b4060db022494b248124cc4b060088c2

Ecuación de reacción

COc1ccc(Cl)cc1CS(N)(=O)=O
(5-chloro-2-methoxy-phenyl)-methanesulfonamide
BrB(Br)Br
boron tribromide
NS(=O)(=O)Cc1cc(Cl)ccc1O
title compound
Rendimiento 86.8%
NS(=O)(=O)Cc1cc(Cl)ccc1O
(5-Chloro-2-hydroxy-phenyl)-methanesulfonamide
Rendimiento 86.8%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe reaction was quenched with water, saturated with sodium chloride
  2. 2
    Extracciónextracted with ethyl acetate
  3. 3
    SecadoThe organic layer was dried over sodium sulfate
  4. 4
    Filtraciónfiltered
  5. 5
    Concentraciónconcentrated

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07098212B2uspto-grants-2006_08