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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920781Generated: October 30, 2026

Trifluoroacetic acid → (2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidine

https://huagongshe.com/reaction/1920781

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl (2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidine-1-carboxylateHCID 58581220—
SolventDichloromethaneHCID 6344—
Product(2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidineHCID 5858079471%

Reaction Steps

A solution of tert-butyl (2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidine-1-carboxylate (0.95 g, 3.24 mmol), which had been obtained in Example 1 (1d), in methylene chloride (9 mL) was added with trifluoroacetic acid (2.40 mL, 32.3 mmol), and stirred at room temperature for 2 hours. The reaction solution was concentrated under reduced pressure. The residue was added with saturated aqueous sodium hydrogen carbonate solution (20 mL) and extracted with methylene chloride (20 mL×3). After that, the organic layers were dried over sodium sulfate. The solvent was distilled off under reduced pressure to give the title compound as a yellow oily substance (0.44 g, yield 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173631B2
Source datasetuspto-grants-2012_05
ORD IDord-ff307bb3accf4caa9cd36146372a7974
Source noteuspto-grants-2012_05