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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1,4-Dioxaspiro[4.5]decan-8-one | HCID 567415 | — |
| Reactant | HCID 13401130 | HCID 13401130 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 8-Methylidene-1,4-dioxaspiro[4.5]decane | HCID 10953743 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420666B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-a70918488f4a43a5a602075749591145 |
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| Source note | uspto-grants-2013_04 |
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