Sodium Carbonate → HCID 68193313, compound

Participants

Reaction Steps

4-Bromobenzyl bromide (6.1 g, 22 mmol) and [3-(hydroxymethyl)phenyl]boronic acid (3.0 g, 20 mmol) were dissolved in a mixed solvent of toluene (40 mL), ethanol (30 mL) and water (20 mL), and tetrakis(triphenylphosphine)palladium (1.1 g, 1.0 mmol) and sodium carbonate (4.2 g, 40 mmol) were added under a nitrogen atmosphere, followed by heating to reflux for 6 hours. Water was added to the reaction solution, followed by extraction with ethyl acetate, and subsequently the organic layer was dried over anhydrous sodium sulfate. 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=0.75 (hexane/ethyl acetate=1/1) by thin layer chromatography was concentrated under reduced pressure to afford the title compound (4.7 g, 17 mmol) as a yellow oil (yield 85%).

Provenance & Evidence