Tempo → HCID 77231106, compound

Participants

Reaction Steps

To a solution of 6-bromo-4-(hydroxymethyl)-3-(thiophen-2-yl)quinolin-2(1H)-one (0.155 g, 0.461 mmol) in acetonitrile (4.60 ml) were added bisacetoxy iodobenzene (0.134 g, 0.415 mmol) and 2,2,6,6-tetramethyl piperidin-1-oxyl (7.30 mg, 0.046 mmol). The reaction was allowed to stir at room temperature for 16 h. The reaction was diluted with ethyl acetate (30 ml) and extracted with saturated sodium thiosulfate (1×25 ml), sodium bicarbonate (1×25 ml) and sodium chloride (1×25 ml). The organic layer was dried over magnesium sulfate, filtered and concentrated. Purification of the crude oil by silica chromatography gave 6-bromo-2-oxo-3-(thiophen-2-yl)-1,2-dihydroquinoline-4-carbaldehyde as a white solid. LCMS (M+H)=335.76.

Provenance & Evidence