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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966812Generated: November 2, 2026

Ethyl Acetate → 8-Methylidene-1,4-dioxaspiro[4.5]decane

https://huagongshe.com/reaction/1966812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1,4-Dioxaspiro[4.5]decan-8-oneHCID 567415—
ReactantHCID 13401130HCID 13401130—
ReactantPotassium tert-butoxideHCID 23665647—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product8-Methylidene-1,4-dioxaspiro[4.5]decaneHCID 10953743—

Reaction Conditions

Temperature-78 °C

Reaction Steps

Potassium tert-butoxide (3.230 gm, 28.812 mmol) and triphenylphosphine methyl iodide (10.286 gm, 28.812 mmol) were dissolved in dry tetrahydrofuran (30 ml). The mixture was cooled to −78° C. and stirred at the same temperature for about 15 minutes. 1,4-Dioxaspiro[4.5]decan-8-one (3.0 gm, 19.208 mmol) in tetrahydrofuran was added drop wise and the mixture was stirred at the same temperature for about 30 minutes and then it was warmed to room temperature and stirred overnight, extaction was done with ethyl acetate and water. The organic layer was dried over sodium sulphate and concentrated. Purification was done by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420666B2
Source datasetuspto-grants-2013_04
ORD IDord-a70918488f4a43a5a602075749591145
Source noteuspto-grants-2013_04