Trifluoroacetic anhydride → 4H,5H,6H-7lambda5-pyrrolo[1,2-c][1,2,3]oxadiazol-7-ylium-3-olate

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Reaction Steps

N-Nitroproline (17.0 g, 118 mmol) was suspended in ether (400 ml) and cooled in ice. Trifluoroacetic anhydride (16.5 ml, 120 mmol) was then added dropwise over 30 minutes and the mixture left to warm to room temperature whilst stirring over 16 hours. The mixture was evaporated in vacuo to an oil and purified by column chromatography on silica gel using an eluant of ethyl acetate to afford the title compound, 9.8 g.

Provenance & Evidence