Thionyl Chloride → HCID 131722391, compound

Participants

Reaction Conditions

Reaction Steps

2.0 g of (+/−)-cis-8,9-dimethoxy-6-(4-carboxyphenyl)-1,2,3,4,4a,10b-hexahydrophenanthridine are suspended in 12.0 ml of cyclopropylmethanol, admixed with 1.0 ml of thionyl chloride and stirred at 50° C. for 4 days. The solution is concentrated under reduced pressure and the residue is partitioned between ethyl acetate and dilute sodium bicarbonate solution. The organic phase is dried with sodium sulfate and concentrated. The residue is recrystallized from ethyl acetate. This gives 1.33 g (63.7% of Th.) of the title compound of m.p.: 147-148° C.

Provenance & Evidence