Ethanol → 3-Fluoro-2-octyloxy-5-(4-octyloxyphenyl)pyridine

Participants

Reaction Steps

3.00 g (9.86 mmol) of 5-bromo-3-fluoro-2-octyloxypyridine, 2.47 g (9.86 mmol) of 4-octyloxybenzeneboronic acid, 0.11 g (0.10 mmol) of tetrakis(triphenylphospine)palladium(0) and 2.09 g (19.72 mmol) of sodium carbonate are heated at 80° C. for 3 hours in 90 ml of toluene, 60 ml of ethanol and 30 ml of water. The mixture is subsequently partitioned between aqueous sodium chloride solution and ether and the organic phase is washed with aqueous sodium chloride solution, dried over sodium sulfate, evaporated and purified by chromatography (silica gel/hexane: ethyl acetate 9:1), giving 2.85 g of 3-fluoro-2-octyloxy-5-(4-octyloxyphenyl)pyridine. ##STR24##

Provenance & Evidence