p-Aminoacetophenone → HCID 406534, compound

Participants

Reaction Steps

To a solution of 3,4-dichlorofuro[2,3-b]quinoline (compound 12, 0.92 g, 3.86 mmol) and 4-aminoacetophenone (0.88 g, 6.52 mmol) in EtOH (40 mL), concentrated HCl was added until a pH of 6 was reached. The mixture was refluxed for 16 h and the solvent evaporated in vacuo to yield a residual solid, which was suspended in ice-water (80 mL) and neutralized with a 1N NaOH solution. The resultant precipitate was collected by filtration, washed with H2O, and then chromatographed on a column of silica gel using CH2Cl2—MeOH=10/1 to obtain the title compound 13 (0.99 g, 75% yield).

Provenance & Evidence