Sodium Hydroxide → HCID 12940194, compound

Participants

Reaction Steps

A mixture of 2-amino-1,3,4,6,7,11b-hexahydro-9, 10-dimethoxy-2H-benzo[a]quinolizine (5 g, 0.019 mole), 150 ml of benzene and 30 ml of 20% NaOH was cooled to below 10° whereupon 3-methoxy benzoyl chloride (3.3 g, 0.02 mole) was added dropwise with stirring. The mixture was stirred in the cold for 1 hour and filtered to remove the solid whereupon the solid was chromatographed over silica gel using benzene-methanol (6:1) as eluant. The major fraction (4.1 g) was converted to the HCl salt with hydrogen chloride in 2-propanol and the solvent was removed in vacuo. The salt was crystallized from methanol-ether to yield 1.5 g of the desired product, m.p. (decomposed at 217°-9°). This compound conforms to Formula II where R1 and R2 are --OCH3R3 is H and R4 is ##STR16##

Provenance & Evidence