Phenol → HCID 118562723, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(4-bromo-2-methylphenyl)ethanol (430 mg, 2 mmol), phenol (184 mg, 2 mmol), triphenylphosphine (655 mg, 2.5 mmol) in tetrahydrofuran (30 mL) was added diisopropyl azodicarboxylate (505 mg, 2.5 mmol) at 0° C. The mixture was stirred at 20° C. for 12 hours. Water (15 mL) was added to the mixture and then extracted with ethyl acetate (35 mL×3). The combined organic phase was dried by sodium sulfate, and then filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=5:1) to give 4-bromo-2-methyl-1-(1-phenoxyethyl)benzene (210 mg, 36%).

Provenance & Evidence