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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216564Generated: October 31, 2026

Trifluoroacetic anhydride → Tetrahydropyridino[1,2-c][1,2,3]oxadiazolone

https://huagongshe.com/reaction/2216564

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic anhydrideHCID 9845—
ReactantN-Nitrosopipecolic acidHCID 20614—
SolventTetrahydrofuranHCID 8028—
ProductTetrahydropyridino[1,2-c][1,2,3]oxadiazoloneHCID 69656246—

Reaction Conditions

Temperature0 °C

Reaction Steps

Trifluoroacetic anhydride (1.93 g) was added to the THF (92 mL) solution of crude (2RS)-1-nitrosopiperidine-2-carboxylic acid under a nitrogen atmosphere at 0° C. and stirred for 5 h at 0° C. and for 2 h at room temperature. The solution was concentrated under a reduced pressure. The residue was applied to silica gel column chromatography, then the column was eluted with n-hexane-AcOEt (1/1–0/1). The titled compound was obtained as colorless crystals (1.10 g, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112582B2
Source datasetuspto-grants-2006_09
ORD IDord-9ff03be4fa564273b043f6d90e3253ea
Source noteuspto-grants-2006_09