Reaktion #315057

Reaktionsgleichung

phenylboronic acid

potassium fluoride

2-bromo-m-xylene

→

title compound

Ausbeute 79.0%

2,6-dimethylbiphenyl

Ausbeute 79.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAn oven dried resealable Schlenk tube
2. 2
   Sonstigewas evacuated
3. 3
   SonstigeThe tube was evacuated
4. 4
   workup.ADDITIONwere added through a rubber septum
5. 5
   Sonstigehad been completely consumed
6. 6
   workup.ADDITIONThe reaction mixture was then diluted with ether (30 mL)
7. 7
   Filtrationfiltered through celite
8. 8
   Einengenconcentrated
9. 9
   SonstigeThe crude material was purified by flash chromatography on silica gel

Vorschrift

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.

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