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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43689Generated: October 29, 2026

Water → 3-(2,2-Difluoroethoxy)-1-(trifluoroacetyl)piperidin-4-one

https://huagongshe.com/reaction/43689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-Butyl 3-(2,2-difluoroethoxy)-4,4-dimethoxypiperidine-1-carboxylateHCID 86648630—
SolventTetrahydrofuranHCID 8028—
Product3-(2,2-Difluoroethoxy)-1-(trifluoroacetyl)piperidin-4-oneHCID 86648632—

Reaction Conditions

Temperature70 °C

Reaction Steps

Water (5 mL) and TFA (2 mL) were added to a solution of tert-butyl 3-(2,2-difluoroethoxy)-4,4-dimethoxypiperidine-1-carboxylate obtained in Example (121b) (1.5 g, 4.67 mmol) in THF (30 mL), and the mixture was stirred at 70° C. for one hour. Sodium bicarbonate was added to a pH of about 8, followed by extraction with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1, 5/1, 2/1, 1/1) to obtain 1.1 g of the title compound as a light brown oily substance (86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-133b55fc78a64696a81b7df60a35aa62
Source noteuspto-grants-2013_09