Ethanol → HCID 69134270, compound

Participants

Reaction Steps

To a solution of 5.0 g (14 mmol) 5bromo-2,3-dimethyl-8-phenyl-6,7,8,9-tetrahydro-3H-imidazo[4,5-h]-quinoline in 71 ml ethanol and 12 ml triethylamine were added 0.47 g (2.1 mmol) palladium(II) acetate and 1.8 g (6.9 mmol) triphenylphosphine. The mixture was transferred to an autoclave and carbonylated (6 bar carbon monoxide pressure, 100° C.) for 18 h. The reaction mixture was cooled down, poured into water and extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by column chromatography on silica gel (dichloromethane/methanol=13:1). Crystallization from ethyl acetate/light petroleum ether yielded 3.22 g (66%) of the title compound as a colourless solid. m.p. 185-186° C.

Provenance & Evidence