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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378617Generated: October 30, 2026

Trifluoroacetic acid → 4-(3-Phenyl-5-isoxazolyl)piperidine

https://huagongshe.com/reaction/2378617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 4-(3-phenylisoxazol-5-yl)piperidine-1-carboxylateHCID 59731907—
SolventDichloromethaneHCID 6344—
Product4-(3-Phenyl-5-isoxazolyl)piperidineHCID 5973201576%

Reaction Steps

tert-Butyl 4-(3-phenylisoxazol-5-yl)piperidine-1-carboxylate (225 mg, 0.78 mmol) was diluted in dichloromethane (3 mL). Trifluoroacetic acid (3 mL) was added to the mixture. Reaction stirred at room temperature for 1 hour. Mixture was diluted with dichloromethane and then concentrated in vacuo. Residue was treated with aqueous sodium bicarbonate. Mixture was extracted 2× ethyl acetate. Combined extracts were washed 1× water, 1× brine. Organic layer was dried (magnesium sulfate), filtered and concentrated in vacuo. Title compound was obtained as white solid in 76% yield. MS m/e (M+H)+=229.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470679B2
Source datasetuspto-grants-2008_12
ORD IDord-6471cf164d3e416c994f7204e34bbab8
Source noteuspto-grants-2008_12