Sodium Chloride → HCID 19046968, compound

Participants

Reaction Steps

8.51 g (50 mmol) of 2-bromo-6-fluoropyridine, 14.5 g (50 mmol) of 6-octyloxynaphthalene-2-boronic acid, 1.73 g (1.5 mmol) of tetrakis(triphenylphosphine)palladium(0) and 10.6 g (100 mmol) of sodium carbonate are refluxed in 375 ml of benzene, 250 ml of ethanol and 125 ml of water for 3 hours. The mixture is then distributed between sodium chloride solution and ether, the organic phase is washed with sodium chloride solution, dried over sodium sulfate, concentrated, and the residue is purified by chromatography (silica gel, 9:1 hexane/ethyl acetate), giving 12.08 g of 2-fluoro-6-(6-octyloxynaphth-2-yl)pyridine. ##STR67##

Provenance & Evidence