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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280384Generated: October 27, 2026

Acetone → 3H,5H-Pyrrolo[1,2-c]oxazol-5-one, tetrahydro-3,3-dimethyl-, (R)-

https://huagongshe.com/reaction/280384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant5-(Hydroxymethyl)pyrrolidin-2-oneHCID 558359—
SolventBenzeneHCID 241—
Product3H,5H-Pyrrolo[1,2-c]oxazol-5-one, tetrahydro-3,3-dimethyl-, (R)-HCID 13746929—

Reaction Steps

A mixture of 5-hydroxymethyl-2-pyrrolidone (0.4 g), acetone (5 ml) and p-toluenesulfonic acid (ca. 10 mg) was refluxed in 20 ml of benzene for 20 hours with a Dean-Stark water separator. After working up the reaction mixture, distillation (boiling point 70°-75° C. at 0.5 mm of Hg) yielded 0.2 g or (R)-tetrahydro-3,3-dimethyl-3H,5H-pyrrolo[1,2-c]oxazol-5-one as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04588819
Source datasetuspto-grants-1986_05
ORD IDord-e991fbdb9fa44be2826b25a00e89b6e8
Source noteuspto-grants-1986_05