p-Toluenesulfonic acid → HCID 71292050, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of N-(4-butyryl-2-hydroxyphenyl)acetamide (0.81 g, 3.7 mmol) in xylenes (3 mL) was added p-TsOH (0.7 g, 3.7 mmol, 1.0 eq) at room temperature then the mixture was heated to 160° C. and stirred overnight. The solvent was removed under reduced pressure then saturated aqueous NaHCO3 was added and the biphasic mixture was extracted by CH2Cl2 (4×20 mL). The solvent was concentrated to give a crude product which was purified by flash column chromatography (0-25% EtOAc in hexanes) to afford the title compound as a light yellow solid (262 mg, 1.3 mmol, 35%).

Provenance & Evidence