3-Bromophenol → HCID 89585110, compound

Participants

Reaction Steps

To a solution of (R)-methyl 4-(1-hydroxyethyl)benzoate (1.8 g, 10 mmol), 3-bromophenol (1.9 g, 11 mmol) in 30 mL of anhydrous tetrahydrofuran was added Triphenyl phosphine (2.9 g, 11 mmol). The reaction mixture was stirred at room temperature for 0.5 hour under nitrogen atmosphere. Then diisopropylazodicarboxylate (2.4 g, 12 mmol) was added dropwise at 0° C., and the reaction mixture was stirred at room temperature for 12 hours. After the reaction, it was quenched with water, and the product was extracted with ethyl acetate, dried over anhydrous sodium sulfate, concentrated and purified by column chromatography (silica gel, Petroleum ether/ethyl acetate=20:1) to give (S)-methyl 4-(1-(3-bromophenoxy)ethyl)benzoate (2.2 g, 66%)

Provenance & Evidence