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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927967Generated: November 3, 2026

Iodoethane → (S)-tert-Butyl 1-ethylpyrrolidin-3-ylcarbamate

https://huagongshe.com/reaction/927967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
Reactant(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514396—
SolventAcetonitrileHCID 6342—
Product(S)-tert-Butyl 1-ethylpyrrolidin-3-ylcarbamateHCID 5325680173.9%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290472B2
Source datasetuspto-grants-2016_03
ORD IDord-3a721e1b9cd2477d89f79a5f5349e837
Source noteuspto-grants-2016_03