1-(Difluoromethoxy)-4-iodobenzene → HCID 67537639, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-(3,3-difluoropropoxy)-4-ethynyl-1-fluorobenzene (700 mg, 3.27 mmol) from the previous step, TEA (1.82 g, 2.5 mL, 17.99 mmol), PdCl2(PPh3)2 (114 mg, 0.163 mmol), and CuI (19 mg, 0.098 mmol) was added 4-iodo(difluoromethoxy)benzene (707 mg, 2.61 mmol). The reaction mixture was heated at 35-40° C. for 1 h under nitrogen. The reaction mixture was cooled to room temperature then poured into water. The aqueous mixture was extracted with EtOAc three times and the combined organic layers were dried over Na2SO4, filtered, and concentrated onto 10 g Celite. Flash chromatography (SiO2, 1% EtOAc 99% Hexanes to 5:95 EtOAc:Hexanes) provided 738 mg, 79%, of the title compound as a light yellow oil.

Provenance & Evidence