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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774748Generated: November 2, 2026

Diisopropylethylamine → (S)-2-(2,2,2-Trifluoro-ethoxymethyl)-pyrrolidine

https://huagongshe.com/reaction/1774748

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(S)-1-Benzyl-2-(2,2,2-trifluoro-ethoxymethyl)-pyrrolidineHCID 86679127—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(S)-2-(2,2,2-Trifluoro-ethoxymethyl)-pyrrolidineHCID 8667912875%

Reaction Steps

To a solution of (S)-1-benzyl-2-(2,2,2-trifluoroethoxymethyl)-pyrrolidine (0.5 g, 1.83 mmol) in MeOH (20 mL) was added Hunig's base (1.18 g, 9.15 mmol). The flask was purged three times with Ar and 10% Pd/C (0.487 g, 0.457 mmol) was added to the mixture. The flask was purged three times with hydrogen and the reaction mixture was stirred at room temperature for 1 h. The mixture was filtered through a pad of Celite, washed with MeOH (20 mL) and the resulting solution was concentrated in vacuo to give the title compound (0.250 g, 75%) as a colorless semi-solid. MS: 184.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260408B2
Source datasetuspto-grants-2016_02
ORD IDord-facb5167bebc409e855e9c6282f82c13
Source noteuspto-grants-2016_02