4,4'-Dibromobiphenyl → HCID 68193299, compound

Participants

Reaction Steps

4,4′-Dibromobiphenyl (0.62 g, 2.0 mmol) was dissolved in tetrahydrofuran (5 mL), and a solution of tri-n-butylmagnesium lithium in tetrahydrofuran was added under a nitrogen atmosphere at 0° C., which was stirred at the same temperature for 1 hour, followed by addition of (2S)-2-methyloxirane (0.15 mL, 2.2 mmol). The temperature of the reaction solution was raised to room temperature, followed by stirring for 30 minutes, and subsequently a saturated aqueous ammonium chloride solution was added, followed by extraction with ethyl acetate. After the solvent was distilled off 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=0.40 (hexane/ethyl acetate=2/1) by thin layer chromatography was concentrated under reduced pressure to afford the title compound (0.23 g, 0.79 mmol) as a white solid (yield 39%).

Provenance & Evidence