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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1935685Generated: October 30, 2026

Trifluoroacetic acid → (2S)-2-phenyl-3-piperidone

https://huagongshe.com/reaction/1935685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(2S)-1-tert-butoxycarbonyl-2-phenylpiperidin-3-oneHCID 10956740—
SolventDichloromethaneHCID 6344—
Product(2S)-2-phenyl-3-piperidoneHCID 9812895—

Reaction Steps

Trifluoroacetic acid (4 mL) is added to a stirred, cooled (0° C.) solution of (2S)- 1-tert-butoxycarbonyl-2-phenylpiperidin-3-one (40 mg) in methylene chloride (2 mL) and the mixture is stirred at room temperature for 3 h. The solvent is evaporated under reduced pressure and the residue is partitioned between aqueous saturated sodium bicarbonate (50 ml) and ethyl acetate (3×50 ml). The combined organic fractions are washed with brine (50 ml), dried (MgSO4) and evaporated in vacuo to give (2S)-2-phenylpiperidin-3-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06388083B2
Source datasetuspto-grants-2002_05
ORD IDord-8f5cc964fdcd4db58dd017c37871a0a1
Source noteuspto-grants-2002_05