Acetic Acid → 4-Acetoxy-1-tosyl-1,2-dihydroquinoline

Participants

Reaction Steps

1,2,3,4-Tetrahydroquinolin-4-one (2.00 g) and 114 mg of p-toluenesulfonic acid were dissolved in 30 ml of acetic acid isopropenyl ether, and the solution was heated under reflux for 2 days simultaneously evaporating acetic acid. Then, saturated sodium bicarbonate aqueous solution was added and the mixture was extracted with ethyl acetate, followed by drying on anhydrous magnesium sulfate. After evaporating the solvent, the resulting residue was crystallized from chloroform-diethyl ether-hexane to obtain 518 mg of 4-acetoxy-1-tosyl-1,2-dihydroquinoline.

Provenance & Evidence