反応 #64576

反応方程式

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

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

bromine

→

title compound

収率 81.8%

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

収率 81.8%

溶媒

CCl4

CCl4

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise over 1.5 hour
2. 2
   温度at reflux overnight
3. 3
   温度the solution was cooled
4. 4
   濃縮concentrated
5. 5
   その他The residue was crystallized from EtOAc-hexane

実験手順

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)+.

出典