Phenylacetylene → HCID 20481558, compound

Participants

Reaction Steps

To a solution of 19.4 g (0.05 mole) of 1-(2,5-dichloro-4-iodophenoxy)-2-diethylaminoethane and 5.2 g (0.053 mole) of phenylacetylene in 250 ml of triethylamine are added, under nitrogen, 200 mg of the palladium complex PdCl2 [P(C6H5)3 ]2 and 100 mg of copper(I) iodide. After the weakly exothermic reaction has subsided, the reaction mixture is stirred for 15 hours at room temperature, then concentrated, and the residue is taken up in water. After extraction with 200 ml of ether, the combined ethereal phases are washed 4 times with water, dried and evaporated to dryness. The crude product is chromatographed on silica gel, affording 14.3 g (79%) of 1-(2,5-dichloro-4-phenylethynylphenoxy)-2-diethylaminoethane with a refractive index of nD25 :1.6173.

Provenance & Evidence