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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1956797Generated: October 25, 2026

(3RS)-1-benzyl-3-(N-tert-butyloxycarbonylaminoethyl)pyrrolidine → tert-butyl N-[2-(pyrrolidin-3-yl)ethyl]carbamate

https://huagongshe.com/reaction/1956797

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3RS)-1-benzyl-3-(N-tert-butyloxycarbonylaminoethyl)pyrrolidineHCID 54496804—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
Producttert-butyl N-[2-(pyrrolidin-3-yl)ethyl]carbamateHCID 21955469—

Reaction Steps

3.1 g (0.01 mol) (3RS)-1-benzyl-3-(N-tert-butyloxycarbonylaminoethyl) pyrrolidine was hydrogenated at 0.28 MPa over 0.6 g of Pearlman's catalyst (Pd(OH)2) in 40 ml ethanol (95%) over night. After filtration of the catalyst through cellite and evaporation of the solvent 1H-NMR showed that the reaction was not completed. Therefore 0.6 g of Pearlman's catalyst was added in 40 ml ethanol (95%) once more and the mixture was treated under H2 -atmosphere at 0.28 MPa over night. Filtration through cellite and evaporation of the solvent gave the product in a quantitative yield (2.18 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05780631
Source datasetuspto-grants-1998_07
ORD IDord-cfd2afd98265434b83c622532954158c
Source noteuspto-grants-1998_07