تفاعل #64576

معادلة التفاعل

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

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

bromine

→

title compound

المردود 81.8%

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

المردود 81.8%

المذيبات

CCl4

CCl4

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added dropwise over 1.5 hour
2. 2
   درجة الحرارةat reflux overnight
3. 3
   درجة الحرارةthe solution was cooled
4. 4
   تركيزconcentrated
5. 5
   أخرىThe residue was crystallized from EtOAc-hexane

الإجراء التجريبي

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)+.

المصدر