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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403608Generated: October 28, 2026

Water → HCID 68107389, compound

https://huagongshe.com/reaction/2403608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIodoethaneHCID 6340—
ReactantSodium hydrideHCID 24758—
Reactant1-(tert-Butoxycarbonyl)-4-(2-hydroxyethyl)piperidineHCID 854140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68107389HCID 6810738988.4%

Reaction Steps

tert-Butyl 4-(2-hydroxyethyl)piperidine-1-carboxylate (500 mg) was dissolved in THF (5 ml), and NaH (174 mg) was added thereto under ice-cooling, and subsequently, ethyl iodide (680 mg) was added thereto, followed by elevating the temperature to room temperature and stirring overnight. To the reaction mixture was added water, followed by extraction with EtOAc. The organic layer was dried over MgSO4 and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (5% to 20% EtOAc/hexane) to obtain tert-butyl 4-(2-ethoxyethyl)piperidine-1-carboxylate (496 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802679B2
Source datasetuspto-grants-2014_08
ORD IDord-a5093943f82f46bb90ea6ca54376f371
Source noteuspto-grants-2014_08