2-Bromobenzaldehyde → HCID 15181386, compound

Participants

Reaction Steps

To a solution of 15.3 g of naphth-2-yl-acetylene and 16.65 g of -bromobenzaldehyde in 120 ml of absolute triethylamine were added at a bath temperature of 50° C. while stirring in an atmosphere of dry nitrogen 1.05 g of bis-(triphenylphosphine)-palladium(II) chloride and 0.07 g of copper(I) iodide. Then the mixture was stirred at a bath temperature of 70°-80° C. (TLC: petroleum ether/ether-5:1). When the reaction was finished the mixture was filtered, the residue washed with ethyl acetate and then the filtrates were evaporated in a vacuum. By column chromatography with petroleum ether/ether (4:1) the residue is purified to yield 15.1 g (65.5% of the theoretical yield) of the title compound in the form of crystals melting at 90°-92° C.

Provenance & Evidence