Phenyltrimethylammonium bromide dibromide → HCID 21255616, compound

Participants

Reaction Steps

A solution of 1-(4-tert-Butyl-3-hydroxy-phenyl)-ethanone (192 mg, 1.0 mmol) and trimethyl-phenyl-ammonium tribromide in (3:1) tetrahydrofuran/methanol (3 mL) was stirred at room temperature 1 h. The resulting mixture was quenched with 5% wt. aq. sodium thiosulfate (500 μL) then water (3.5 mL). DCM added and the organic layer separated, dried over sodium sulfate, filtered and evaporated in vacuo to yield an amber syrup. The syrup was purified via silica gel chromatography eluting with (3:1) EtOAc/heptanes to yield 2-bromo-1-(3-tert-butyl-4-hydroxy-phenyl)-ethanone as a white solid. C12H15BrO2; MS (ESI) m/z 271/273 (MH)+.

Provenance & Evidence