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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2116627Generated: November 2, 2026

Sulfuric Acid → 3-Oxaspiro[5.5]undec-7-en-9-one

https://huagongshe.com/reaction/2116627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantMethyl vinyl ketoneHCID 6570—
ReactantTetrahydro-2H-pyran-4-carboxaldehydeHCID 9964078—
SolventBenzeneHCID 241—
Product3-Oxaspiro[5.5]undec-7-en-9-oneHCID 68763689—

Reaction Steps

0.5 ml of sulphuric acid is added to 317 mmol of tetrahydro-2H-pyran-4-carboxaldehyde and 317 mmol of methyl vinyl ketone in 500 ml of benzene. The reaction mixture is then refluxed for 3 hours, water being removed using a Dean-Stark apparatus, and then a further 317 mmol of methyl vinyl ketone are added and reflux is continued for 3 hours. The mixture is subsequently washed, dried and then concentrated, and the residue obtained is distilled to yield the expected product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07439263B2
Source datasetuspto-grants-2008_10
ORD IDord-cf09498ba1c74e9e8c858088b4efb334
Source noteuspto-grants-2008_10