Reaktion #157760

Reaktionsgleichung

4-bromo-2-chlorobenzenesulfonyl chloride

sodium sulfite

sodium bicarbonate

benzyl bromide

→

title compound

Ausbeute 94.0%

1-(Benzylsulfonyl)-4-bromo-2-chlorobenzene

Ausbeute 94.0%

Lösungsmittel

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction solution was cooled to room temperature
2. 2
   Extraktionfollowed by extraction with chloroform
3. 3
   TrocknenThe organic layer was dried over anhydrous magnesium sulfate
4. 4
   Filtrationfiltered
5. 5
   SonstigeThe solvent was then evaporated under reduced pressure
6. 6
   SonstigeThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1)

Vorschrift

A solution of 4-bromo-2-chlorobenzenesulfonyl chloride (1.16 g), sodium sulfite (1.01 g) and sodium bicarbonate (672 mg) in water (8 mL) was stirred at 100° C. for 1.5 hours. The reaction solution was cooled to 50° C. and tetrabutylammonium bromide (1.29 g) and benzyl bromide (1.43 mL) were added, after which the mixture was stirred at 70° C. for further three hours. The reaction solution was cooled to room temperature and water was added, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1) to give the title compound as a white solid (1.29 g, 94%).

Quelle