Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852736Generated: October 29, 2026

Trifluoroacetic acid → Trifluoroacetic acid

https://huagongshe.com/reaction/1852736

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 numberUS08962611B2
Source datasetuspto-grants-2015_02
ORD IDord-84a8c3d835a04114bf0fc2f8fbe7c18f
Source noteuspto-grants-2015_02