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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 625523Generated: October 30, 2026

Trifluoroacetic acid → (R)-2-(4-Hydroxy-4-methylpiperidin-1-yl)-2-phenylacetic acid

https://huagongshe.com/reaction/625523

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(S)-1-Phenylethyl(R)-2-(4-hydroxy-4-methylpiperidin-1-yl)-2-phenylacetateHCID 59166531—
SolventDichloromethaneHCID 6344—
Product(R)-2-(4-Hydroxy-4-methylpiperidin-1-yl)-2-phenylacetic acidHCID 5916639098,735.797%

Reaction Steps

To a solution of (S)-1-phenylethyl (R)-2-(4-hydroxy-4-methylpiperidin-1-yl)-2-phenylacetate (0.185 g, 0.52 mmol) in dichloromethane (3 mL) was added trifluoroacetic acid (1 mL) and the mixture was stirred at room temperature for 2 hours. The volatiles were subsequently removed in vacuo and the residue was purified by reverse-phase preparative HPLC (Primesphere C-18, 20×100 mm; CH3CN—H2O-0.1% TFA) to give the title compound (as TFA salt) as a pale bluish solid (0,128 g, 98%). LC-MS: Anal. Calcd. for C14H19NO3: 249. found: 250 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303007B2
Source datasetuspto-grants-2016_04
ORD IDord-fdd3d5dcb5ec4f52818204fb0ce9ddf0
Source noteuspto-grants-2016_04