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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175537Generated: October 31, 2026

Methyl iodide → 1-Methyl-5-(1,4-dioxaspiro[4.5]decan-8-yl)pyrrolidin-2-one

https://huagongshe.com/reaction/2175537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 68003854HCID 68003854—
SolventTetrahydrofuranHCID 8028—
Product1-Methyl-5-(1,4-dioxaspiro[4.5]decan-8-yl)pyrrolidin-2-oneHCID 58562865—

Reaction Steps

To a suspension of sodium hydride (27 mg, 1.07 mmol, 95%) in THF under argon was added 5-(1,4-dioxaspiro[4.5]decan-8-yl)pyrrolidin-2-one (135 mg, 0.60 mmol, prepared in the Example 12 Step E). After stirring 1 hour at room temperature, Methyl iodide (0.07 mL, 1.12 mmol) was added dropwise and the reaction stirred at room temperature overnight. The reaction mixture was poured onto saturated NaHCO3 and extracted with ethyl acetate. The organic layer was concentrated in vacuo and the residue purified by flash chromatography (silica gel, 0-100% ethyl acetate/DCM).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062048B2
Source datasetuspto-grants-2015_06
ORD IDord-45e09f18d26048f38dfa67758f5d6bd2
Source noteuspto-grants-2015_06