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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81129Generated: October 29, 2026

Trifluoroacetic acid → Trifluoroacetic acid

https://huagongshe.com/reaction/81129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl (2S,4R)-4-hydroxy-2-(propan-2-yl)pyrrolidine-1-carboxylateHCID 60054987—
SolventDichloromethaneHCID 6344—
ProductTrifluoroacetic acidHCID 6422—
Product(3R,5S)-5-(propan-2-yl)pyrrolidin-3-olHCID 60054971—

Reaction Steps

To a solution of tert-butyl (2S,4R)-4-hydroxy-2-(propan-2-yl)pyrrolidine-1-carboxylate (500 mg, 2.180 mmol) dissolved in dichloromethane (5.4 mL) was added trifluoroacetic acid (1.8 mL). The reaction was stirred for 16 hours at room temperature. The mixture was concentrated to afford (3R,5S)-5-(propan-2-yl)pyrrolidin-3-ol as a TFA salt. 1H NMR (500 MHz, CDCl3) δ 3.91-3.62 (m, 1H), 3.60-3.36 (m, 2H), 2.47-2.10 (m, 2H), 2.05-1.79 (m, 2H), 1.07 (d, J=6.6, 3H), 1.01 (d, J=6.7, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846657B2
Source datasetuspto-grants-2014_09
ORD IDord-52f8d82c94c5449c864c4573ace5c929
Source noteuspto-grants-2014_09