Sodium Carbonate → HCID 19593040, compound

Participants

Reaction Steps

A mixture of 3-bromo-8-nitroquinoline (253 mg), phenylboric acid (159 mg), tetrakis(triphenylphosphine)palladium(0) (23 mg) and aqueous 2M sodium carbonate solution (2.5 ml) in 1,2-dimethoxyethane (3.5 ml) was refluxed for 4 hours. To the mixture was added phenylboric acid (122 mg), and the mixture was additionally refluxed for 3 hours. The resulting mixture, after diluted with ethyl acetate, was washed with aqueous 3° sodium bicarbonate solution and brine, dried over anhydrous sodium sulfate, and evaporated in vacuo. The residue was purified by chromatography on silica gel (n-hexane-ethyl acetate) and the obtained oil was crystallized from diethyl ether to give 8-nitro-3-phenylquinoline (104 mg).

Provenance & Evidence