Potassium Hydroxide → HCID 118557960, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3,4-dimethoxybenzanilide 33 (771 mg, 3 mmol) and KOH (4 equiv) in DMSO (6 mL) was added but-3-enyl 4-methylbenzenesulfonate (2.85 g, 4 equiv) [prepared as reported in the Journal of the American Chemical Society 2009, 6003] at room temperature and the mixture was heated at 80° C. for 72 h. The mixture was cooled, taken up in EtOAc and washed twice with water. The organic layer was dried over magnesium sulfate, filtered and concentrated to dryness. The residue was purified by column chromatography on SiO2 (gradient of diethylether in petroleum ether) to afford the title compound 34 (Yield 467 mg, 50%).

Provenance & Evidence