Water → HCID 19362374, compound

Participants

Reaction Steps

33 mmol of 2-fluoro-4-[2-(4-propylphenyl)ethynyl]bromobenzene, 1.2 mmol of copper iodide and 1.2 mmol of dichlorobistriphenylphosphine palladium were dissolved in 100 ml of diethylamine and the solution was stirred under an argon stream. To the reaction solution were added dropwise 20 ml of a diethylamine solution of 50 mmol of trimethylsilylacetylene and the solution was stirred at room -temperature for 5 hours. After completion of the agitation, water was added to the reaction solution which was extracted with heptane. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford a brown oily product. This product was isolated and purified by a silica gel column chromatography to afford 7 g of 1-[2-fluoro-4-[2-(4-propylphenyl)ethynyl]phenyl]-2-trimethylsilylacetylene as a colourless solid.

Provenance & Evidence