Phenylacetylene → HCID 54213497, compound

Participants

Reaction Steps

To a solution of 15 g (0.06 mole) of 1-(3-bromophenoxy)-2-diethylaminoethane and 6.12 g (0.06 mole) of phenylacetylene in 150 ml of triethylamine are added, under nitrogen, 420 mg of the palladium complex PdCl2 [P(C6H5)3 ]2 and 228 mg of copper (I) iodide. This reaction mixture is refluxed for 24 hours, 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 and then distilled, affording 13.1 g (75%) of 1-(3-phenylethynylphenoxy)-2-diethylaminoethane with a boiling point of 150°-160° C./0.02 mb and a refractive index of nD25 :1.5858.

Provenance & Evidence