1-(Bromoacetyl)-1,2,3,4-tetrahydroquinoline → 5,6-Dihydro-4H-pyrrolo[3,2,1-ij]quinolin-2(1H)-one

Participants

Reaction Conditions

Reaction Steps

To a flask containing 30 g. of aluminum chloride is added 20.5 g. of 1-(bromoacetyl)-1,2,3,4-tetrahydroquinoline. After a vigorous initial reaction, the mixture is heated to 200° C. After 30 minutes, the reaction mixture is poured on cold water and the resulting oil is extracted with methylene chloride, dried, and the solvent removed under reduced pressure. The resultant oil is dissolved in ether, the solution cooled and the precipitate sublimed to yield 1,2,5,6-tetrahydro-4H-pyrrolo-(3,2,1-ij)quinolin-2-one, m.p. 90°-93° C.

Provenance & Evidence