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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1681586Generated: November 3, 2026

Sodium Chloride → Ethyl 1-oxa-5-azaspiro[2.4]heptane-5-carboxylate

https://huagongshe.com/reaction/1681586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantSodium hydrideHCID 24758—
ReactantSulfoxonium, trimethyl-, iodide (1:1)HCID 74498—
ReactantEthyl 3-oxopyrrolidine-1-carboxylateHCID 277754—
SolventDimethyl SulfoxideHCID 679—
ProductEthyl 1-oxa-5-azaspiro[2.4]heptane-5-carboxylateHCID 14578448—

Reaction Steps

23.5 g (107 mmol) of trimethylsulphoxonium iodide and 3.3 g of sodium hydride (80% strength in paraffin oil) are initially introduced and 80 ml of absolute dimethyl sulphoxide are added dropwise at 10° C. The mixture is stirred for an hour at room temperature and 15.7 g (100 mmol) of ethyl 3-oxopyrrolidine-1-carboxylate [J. Med. Pharm. Chem. 5, 752 (1962] in 20 ml of absolute dimethyl sulphoxide are then added dropwise in the course of 15 minutes. The mixture is stirred for one hour at room temperature, poured onto a mixture of ice and saturated sodium chloride solution and extracted using diethyl ether. The ether solutions are washed with sodium chloride solution, dried over Na2SO4, concentrated and distilled.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05173484
Source datasetuspto-grants-1992_12
ORD IDord-883f579e0d124d9eb384d6793d91e99a
Source noteuspto-grants-1992_12