p-Anisoyl chloride → HCID 20559725, compound

Participants

Reaction Steps

A mixture of 2-amino-1,3,4,6,7,11b-hexahydro-9,10-methylenedioxy-2H-benzo[a]quinolizine (6.5 g, 0.026 mole), 20% NaOH (50 ml) and 200 ml of toluene was cooled in an ice bath and p-anisoyl chloride (4.6 g) was added dropwise. The mixture was stirred in the cold for one hour whereupon the solid was collected and recrystallized from aqueous methanol-DMF. The free base was converted to the HCl salt with hydrogen chloride in a mixture of 2-propanol and ethyl acetate. The resulting solid was collected and twice recrystallized from methanol-ethyl acetate to yield 3.3 g of the desired product, m.p. (decomposed at 228°-30°). This product conforms to Formula II where R1 and R2 combined are ##STR34## R3 is H and R4 is ##STR35##

Provenance & Evidence