Allyl bromide → HCID 13109063, compound

Participants

Reaction Steps

582 mg. (1.85 mmol) (+)-5,6,6a,7-Tetrahydro-1,9-dihydroxy-2,10-dimethoxy-4H-dibenzo(de,g)quinoline are dissolved in 10 ml. dimethylformamide. After the addition of 385 mg. (4.58 mmol) sodium bicarbonate and 0.2 ml. (279.6 mg.; 2.31 mmol) allyl bromide, the reaction mixture is stirred for 30 minutes at ambient temperature and thereafter heated under reflux for 2 hours. Subsequently, the solvent is evaporated off in a vacuum and the residue is partitioned between chloroform and water. After working up and crystallising from chloroform/diethyl ether, there is obtained (+)-6-allyl-5,6,6a,7-tetrahydro-1,9-dihydroxy-2,10-dimethoxy-4H-dibenzo(de,g)quinoline; m.p. 161°-171° C.

Provenance & Evidence