Diethyl Ether → HCID 68193308, compound

Participants

Reaction Steps

6-(4-Bromophenyl)nicotinaldehyde (3.2 g, 12 mmol) was dissolved in tetrahydrofuran (50 mL), and a solution of methyllithium in diethyl ether (1.0 M, 15 mL, 15 mmol) was added dropwise at −78° C. under a nitrogen atmosphere, followed by stirring at the same temperature for 1 hour. A saturated aqueous ammonium chloride solution was added to the reaction solution, followed by extraction with ethyl acetate, and subsequently the organic layer was concentrated under reduced pressure. The resulting residue was purified by chromatography on a silica gel column (Moritex Corporation, elution solvent: hexane/ethyl acetate), and a fraction corresponding to the Rf value=0.30 (hexane/ethyl acetate=2/1) by thin layer chromatography was concentrated under reduced pressure to afford 1-[6-(4-bromophenyl)pyridin-3-yl]ethanol (2.0 g, 7.2 mmol) as a white solid (yield 59%).

Provenance & Evidence