2-Tert-Butylphenol → 4-Bromo-2-tert-butylphenol

Participants

Reaction Steps

To a solution of 2-tert-butylphenol (25.0 g, 166.4 mmol) in acetonitrile (150 mL) was added N-bromosuccinimide (30.0 g, 168.5 mmol), and the mixture was stirred at room temperature for 16 hr. Petroleum ether (150 mL) was added to the reaction mixture, and the mixture was stirred at 0° C. for 1 hr. The precipitated white solid was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate 95:5-90:10) to give the title compound as a yellow oil. This was used for the next reaction without further purification.

Provenance & Evidence