3,3,3-Triethoxyprop-1-yne → Ethyl 2-(3-fluoro-2-(3,3,3-triethoxyprop-1-ynyl)phenyl)acetate

Participants

Reaction Conditions

Reaction Steps

Bis(triphenylphosphine)palladium(II) chloride (456 mg, 0.649 mmol), cuprous iodide (371 mg, 1.95 mmol), and ethyl 2-(3-fluoro-2-iodophenyl)acetate (2.0 g, 6.49 mmol), were mixed in a 20 mL microwave tube. The tube was sealed, and ACN (12 mL) and TEA (6 mL) were added. The mixture was placed under argon atmosphere and 3,3,3-triethoxyprop-1-yne (1.68 g, 9.74 mmol) was added via syringe. The reaction was heated at 60° C. for 16 hours, cooled to room temperature, and concentrated under vacuum. The residue was purified by flash chromatography to give 820 mg of ethyl 2-(3-fluoro-2-(3,3,3-triethoxyprop-1-ynyl)phenyl)acetate as a yellow oil.

Provenance & Evidence