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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497578Generated: October 31, 2026

Butanedione → HCID 22320020, compound

https://huagongshe.com/reaction/497578

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButanedioneHCID 650—
ReactantOxygenHCID 977—
Reactant4-Oxatricyclo[4.3.1.13,8]undecan-5-oneHCID 556727—
SolventAcetic AcidHCID 176—
ProductHCID 22320020HCID 22320020—

Reaction Conditions

Temperature80 °C

Reaction Steps

In a flask were placed 3-oxatricyclo[4.3.1.14,8]undecan-2-one (16.6 g, 100 mmol), acetylacetonatocobalt [Co(acac)2] (50 mmol), 2,3-butanedione (600 mmol), and acetic acid (100 g). A condenser and an oxygen balloon were attached to the flask, and the mixture in the flask was vigorously stirred at 80° C. for 4 hours. After the completion of the reaction, the reaction mixture was concentrated, followed by addition of toluene and washing with water. The resulting organic layer was concentrated, the concentrate was subjected to silica gel column chromatography and thereby yielded the title compound 6-acetyl-3-oxatricyclo[4.3.1.14,8]undecan-2-one in a yield of 37%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949615B2
Source datasetuspto-grants-2005_09
ORD IDord-213326070c114b72a4f86b8e608c703b
Source noteuspto-grants-2005_09