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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888882Generated: November 2, 2026

Acetic Acid → Bicyclo[2.2.2]octane-2,3-dione

https://huagongshe.com/reaction/1888882

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantBicyclo(2.2.2)octan-2-oneHCID 137688—
ProductBicyclo[2.2.2]octane-2,3-dioneHCID 548936—

Reaction Steps

In analogy to Example 1 Step B]: from bicyclo[2.2.2]octan-2-one, 1.416 g, (synthesis: JOC., 1993, 58, 7622), SeO2 (2.218 g) in acetic acid (8 ml) on heating at 130° C. for 12 h, purification of the crude product by flash chromatography (heptane/AcOEt 100-75%), there was obtained bicyclo[2.2.2]octane-2,3-dione (0.396 g) as yellow solid. MS (ESI): 156 (M+NH4)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501940B2
Source datasetuspto-grants-2013_08
ORD IDord-199435193ae1476cb6a7850f39f55f90
Source noteuspto-grants-2013_08