Sodium Thiosulfate → 6-Bromo-2,2',4'-trifluoro-3-hydroxybiphenyl-4-carbaldehyde

Participants

Reaction Steps

Dibromoisocyanuric acid (2.25 g) was added at room temperature to a DMF (90 mL) solution of 2,2′,4′-trifluoro-3-hydroxybiphenyl-4-carbaldehyde (3.29 g), and the mixture was stirred at the same temperature as above for 3 hours in a nitrogen atmosphere. A saturated aqueous solution of sodium thiosulfate was added to the reaction mixture at room temperature, followed by extraction with ethyl acetate. The obtained organic layer was washed with water and saturated saline in this order and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) and diol-supported silica gel column chromatography (hexane/ethyl acetate) in this order to obtain the title compound (3.15 g).

Provenance & Evidence