反応 #315057

反応方程式

phenylboronic acid

potassium fluoride

2-bromo-m-xylene

→

title compound

収率 79.0%

2,6-dimethylbiphenyl

収率 79.0%

溶媒

THF

反応条件

後処理

1. 1
   その他An oven dried resealable Schlenk tube
2. 2
   その他was evacuated
3. 3
   その他The tube was evacuated
4. 4
   workup.ADDITIONwere added through a rubber septum
5. 5
   その他had been completely consumed
6. 6
   workup.ADDITIONThe reaction mixture was then diluted with ether (30 mL)
7. 7
   ろ過filtered through celite
8. 8
   濃縮concentrated
9. 9
   その他The crude material was purified by flash chromatography on silica gel

実験手順

An oven dried resealable Schlenk tube was evacuated and backfilled with argon and charged with palladium acetate (2.2 mg, 0.01 mmol, 1.0 mol %), 2-(di-tert-butylphosphino)biphenyl (6.0 mg, 0.020 mmol, 2.0 mol %), phenylboronic acid (183 mg, 1.5 mmol), and potassium fluoride (174 mg, 3.0 mmol). The tube was evacuated and backfilled with argon, and THF (1 mL) and 2-bromo-m-xylene (0.144 mL, 1.0 mmol) were added through a rubber septum. The tube was sealed with a teflon screwcap, and the reaction mixture was stirred at 65° C. until the starting aryl bromide had been completely consumed as judged by GC analysis. The reaction mixture was then diluted with ether (30 mL), filtered through celite, and concentrated. The crude material was purified by flash chromatography on silica gel to afford 144 mg (79%) of the title compound.

出典