2,6-Difluoropyridine → 2-Fluoro-6-[4-(4-octyloxyphenyl)phenyl]pyridine

Participants

Reaction Steps

24.00 g (66.60 mmol) of 4-bromo-4'-octyloxybiphenyl in 500 ml of hexane and 160 ml of benzene are stirred at room temperature with 49 ml (78.70 mmol) of a 1.6-molar n-butyllithium solution in hexane under argon for 18 hours. The reaction mixture is then slowly added dropwise at 0° C. under argon to a solution of 5.5 ml (60 mmol) of 2,6-difluoropyridine in 200 ml of tetrahydrofuran. After a reaction time of 5 hours at 0° C., the reaction mixture is evaporated to dryness, the residue is taken up in toluene, and solid components are filtered off. The filtrate is washed with water, dried over sodium sulfate, filtered and freed from solvent. Recrystallization from 8:2 hexane/ethyl acetate gives 5.77 g of 2-fluoro-6-[4-(4-octyloxyphenyl)phenyl]pyridine. ##STR24##

Provenance & Evidence