Benzene → 5-Piperidinoacetyl-8-hydroxycarbostyril

Participants

Reaction Steps

10 g of 5-chloroacetyl-8-hydroxycarbostyril (IV) was suspended in 50 ml of benzene, and 10 ml of piperidine (III) was added to the suspension followed by allowing the mixture to react while heating under refluxing and stirring for 6 hours. The reaction mixture was filtered to recover the reaction product which was then washed with benzene and then with 50 ml of isopropanol. The resulting insoluble material was dissolved in 150 ml of a 2% aqueous hydrochloric acid. The solution was concentrated to dryness under reduced pressure and the resulting residue was recrystallized from ethanol to obtain 7.5 g of white amorphous 5-piperidinoacetyl-8-hydroxycarbostyril (IIb) hydrochloride 1/2 hydrate having a melting point of 239° to 241°C (with decomposition).

Provenance & Evidence