Reacción #64576

Ecuación de reacción

3-fluoro-4-methyl-2'-(N-t-butylsulfamoyl)biphenyl

3-Fluoro-4-methyl-2'-(N-t-butylsulfamoyl)biphenyl

bromine

→

title compound

Rendimiento 81.8%

[3-Fluoro-2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl Bromide

Rendimiento 81.8%

Disolventes

CCl4

CCl4

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added dropwise over 1.5 hour
2. 2
   Temperaturaat reflux overnight
3. 3
   Temperaturathe solution was cooled
4. 4
   Concentraciónconcentrated
5. 5
   OtroThe residue was crystallized from EtOAc-hexane

Procedimiento

A solution of 1.08 g (3.36 mmol) of 3-fluoro-4-methyl-2'-(N-t-butylsulfamoyl)biphenyl (from Step A) in 20 mL of CCl4 was stirred at reflux under irradiation from a 100-watt tungsten lamp as a solution of 3.5 mmol of bromine in approximately 13 mL of CCl4 was added dropwise over 1.5 hour. After being stirred at reflux overnight, the solution was cooled and concentrated. The residue was crystallized from EtOAc-hexane to give 1.10 g of the title compound as an off-white solid, mp 138°-140° C. (estimated purity 87%; contained minor unbrominated and dibrominated contaminants by TLC); mass spectrum (FAB) m/e 400, 402 (M+1)+.

Fuente