HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3RS)-1-benzyl-3-(N-tert-butyloxycarbonylaminoethyl)pyrrolidine → tert-butyl N-[2-(pyrrolidin-3-yl)ethyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3RS)-1-benzyl-3-(N-tert-butyloxycarbonylaminoethyl)pyrrolidine | HCID 54496804 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-butyl N-[2-(pyrrolidin-3-yl)ethyl]carbamate | HCID 21955469 | — |
Reaction Steps
3.1 g (0.0t 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05723444 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-2326e4f1e4844936a51646b96ee23d0d |
| Source note | uspto-grants-1998_03 |