HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodoethane → (S)-tert-Butyl 1-ethylpyrrolidin-3-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine | HCID 1514396 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (S)-tert-Butyl 1-ethylpyrrolidin-3-ylcarbamate | HCID 53256801 | 73.9% |
Reaction Steps
A mixture of tert butyl (S)-pyrrolidin-3-ylcarbamate (1.048 g), iodoethane (0.90 g) and potassium carbonate (1.55 g) in acetonitrile (15 mL) was stirred at room temperature for 17 hours then filtered. The filtrate was concentrated in vacuo and the residue was triturated with DCM and filtered. The filtrate was concentrated in vacuo and the residue was purified by chromatography on silica, eluting with a mixture of methanol and DCM with a gradient of 0-35% to give tert-butyl ((S)-1-ethylpyrrolidin-3-yl)carbamate (0.891 g) as a light coloured gum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290472B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-3a721e1b9cd2477d89f79a5f5349e837 |
| Source note | uspto-grants-2016_03 |