Iodide Ion → Methyl 2,2'-difluoro-5'-iodo-4'-methoxybiphenyl-4-carboxylate

Participants

Reaction Steps

methyl 2,2′-difluoro-4′-methoxybiphenyl-4-carboxylate (585 mg, 2.10 mmol), methanol (10 mL), iodide (534 mg, 2.10 mmol), silver sulfate (655 mg, 2.10 mmol) were stirred at room temperature. LCMS indicated formation of the desired compound. Reaction crude was worked up w/Na2HSO3 (aq., sat.). All volatiles were removed from the resulting mixture. The pot residue was worked up w/Na2SO4/EtOAc/filtration/concentration to afford a light brown solid. The crude solid was purified by flash chromatography (SiO2, Biotage 40+M cartridge). The column was eluted by a 0% to 20% EtOAc/hexanes mixture. 5 major fractions were spilled by accident. The remaining related fractions were pooled and concentrated in vacuo to afford the title compound. LCMS (ESI) calc.=403.97; found=404.92 (M+1)+.

Provenance & Evidence