Oxalic Acid → HCID 13487085, compound

Participants

Reaction Steps

A solution of methyl 2-benzoyl-6,7,8,9-tetrahydro-5H-pyrrolo[1,2-a]azepine-9-carboxylate (1.00 g., 0.0034 moles) in methanol (30 ml.) and water (10 ml.) containing potassium carbonate (0.940 g., 0.0068 moles) was heated at reflux temperature, in a nitrogen atmosphere, for 2 hours. The solvent was removed in vacuo, water (25 ml.) was added and the solution was extracted with ether (2×50 ml.). The aqueous phase was cooled to 5°, oxalic acid (2.55 g., 0.02 moles) was added, and after agitation for 0.5 hours the product was extracted into ethyl acetate (3×100 ml.). The extract was washed with water, dried over sodium sulfate and evaporated in vacuo. The residue, on crystallization from ethylacetate/hexane gives 3-benzoyl-5,6,7,8-tetrahydro-9H-pyrrolo[1,2-a]azepine-9-carboxylic acid in 73% yield, m.p. 163°-165° C.

Provenance & Evidence