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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369189Generated: November 2, 2026

Butanedione → HCID 178465753, compound

https://huagongshe.com/reaction/1369189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButanedioneHCID 650—
ReactantOxygenHCID 977—
ReactantN-HydroxyphthalimideHCID 10665—
ReactantHCID 178420443HCID 178420443—
CatalystCobalt diacetateHCID 6277—
SolventAcetic AcidHCID 176—
ProductCyclodecane-1,6-dioneHCID 26699810%
ProductHCID 178465753HCID 17846575324%
ProductHCID 178514846HCID 17851484622%
ProductHCID 178514847HCID 1785148474%

Reaction Steps

A mixture of 3 mmol of cis-decalin, 18 mmol of biacetyl, 0.3 mmol of N-hydroxyphthalimide, 0.015 mmol of cobalt(II) acetate, and 3 ml of acetic acid was stirred at 75° C. in an oxygen atmosphere (1 atm) for 8 hours. A gas chromatographic analysis of products in a reaction mixture found that 4a-acetyl-cis-decalin (yield: 24%), 4a-hydroxy-cis-decalin (yield: 4%), 4a,8a-dihydroxy-cis-decalin (yield: 22%), 1,6-cyclodecanedione (yield: 10%), and 4a-acetyl-8a-hydroxy-cis-decalin (yield: 5%) were formed with a conversion rate from cis-decalin of 67%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06576787B1
Source datasetuspto-grants-2003_06
ORD IDord-b600fc714c684b53a0f50d71f748aafa
Source noteuspto-grants-2003_06