Phenylboronic Acid → HCID 58852671, compound

Participants

Reaction Steps

600 μl (2.6 mmol) of tri-tert-butylphosphine and 449 mg (2.0 mmol) of palladium(II) acetate were added to a degassed suspension of 18.0 g (50 mmol) of 1,1-bis(6-bromo-2-pyridyl)-1-fluoroethane, 24.4 g (200 mmol) of benzeneboronic acid and 19.2 g (330 mmol) of potassium fluoride in 350 ml of THF, and the mixture was heated under reflux for 3 h with stirring. After cooling, the THF was removed under reduced pressure, and the residue was taken up in 500 ml of dichloromethane and washed three times with 300 ml of water. After drying over magnesium sulfate, filtration through silica gel and stripping-off of the solvent, the yellow oil remaining was recrystallised three times from ethanol, giving 15.7 g (44 mmol) of the product, corresponding to a yield of 88.6%, in the form of colourless crystal needles—purity according to 1H-NMR>99%.

Provenance & Evidence