HCID 10464590, compound → HCID 22748827, compound

Participants

Reaction Steps

A reaction mixture containing 8-chloro-9-hydroxybenzo[b]quinolizinium perchlorate (3.3 g; 10 mmol) and 1,1-di(3-furyl)ethylene (1.76 g, 11 mmol) in 50 ml of acetonitrile was allowed to reflux under nitrogen with stirring for 6 hours. The reaction mixture was concentrated in vacuo and the residue was crystallized from methylene chloride/ethyl acetate/methanol (7:2:1). The solid product was purified by silica gel chromatography (9:1 methylene chloride/methanol) to afford 3.3 g of 6,11-ethano-12,12-di(3-furyl)-9-chloro-10-hydroxy-6,11-dihydrobenzorb]quinolizinium perchlorate (Formula I: R1 =R2 =R3 =R4 =H; R5 =R6 =3-furyl; R7 =9-Cl; 10-OH; X- =ClO4-) as a solid.

Provenance & Evidence