Potassium Hydroxide → HCID 18706872, compound

Participants

Reaction Steps

A solution of sodium bis-(2-methoxyethoxy)aluminium hydride in toluene (Red-Al, 65% wt, 37.2 ml, 124 mmol) was added to a stirred solution of 7-methoxy-4-methyl-1,4,5,6-tetrahydro-2H-benzo[f]quinoline-3-one (10 g, 41.2 mmol) in toluene (200 ml). The mixture was heated at reflux, under argon for 6 h and allowed to cool. Water (7 ml) was added dropwise with ice cooling and the aluminium salts dissolved by addition of 50% KOH (37 ml). The organic phase was separated, washed with water (2×100 ml), dried (Na2SO4) and concentrated in vacuo to afford an oil which was chromatographed on silica gel, with 10-15% ethyl acetate-pentane gradient elution to give the title compound as a yellow oil (5.5 g, 58%)

Provenance & Evidence