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

Participants

Reaction Steps

2.00 g (11.5 mmol) of diethyl azodicarboxylate are added dropwise at 0° C. to 3.00 g (11.5 mmol) of triphenylphosphine in 50 ml of tetrahydrofuran, and the mixture is stirred at room temperature for 30 minutes. 2.42 g (7.7 mmol) of 3-fluoro-5-hydroxy-2-(4-octyloxyphenyl)pyridine and 1.00 g (7.7 mmol) of 1-octanol are subsequently added. After a reaction time of 18 hours at room temperature, the solvent is removed by distillation and the residue is purified by chromatography (silica gel/hexane: ethyl acetate 95:5). Recrystallization from acetonitrile gives 1.38 g of 3-fluoro-5-octyloxy-2-(4-octyloxyphenyl)pyridine. ##STR18## The compound has the phase sequence: X 51.3 (42.5) SA 50 N 69 I.

Provenance & Evidence