HCID 13537649, compound → HCID 13537649, compound

Participants

Reaction Steps

A solution of 1.7 g (0.0092 mol) of octahydro-2-oxocyclopenta[b]pyrrole-6-acetic acid (3aα, 6β, 6aα)] ("cis") and the corresponding "trans" isomer [octahydro-2-oxocyclopenta[b]pyrrole-6-acetic acid (3aα, 6α, 6aα) is prepared in 5.0 g of acetic anhydride. The mixture is stirred and refluxed ten minutes. The acetic acid and unreacted acetic anhydride is removed at reduced pressure and the residue is treated with anhydrous diethyl ether. The residue crystallizes. The desired hexahydro-2H-cyclopenta[gh]pyrrolizine-2,4(1H)-dione (5aα, 7aα, 7bα) is isolated with a melting point of 125°-127° C. after vacuum sublimation. Concentration of the solution yields octahydro-2-oxocyclopenta[b]pyrrole-6-acetic acid (3aα, 6α, 6aα) with a melting point of 230°-232° C.

Provenance & Evidence