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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509167Generated: October 30, 2026

HCID 58481591, compound → HCID 58481568, compound

https://huagongshe.com/reaction/509167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 58481591HCID 58481591—
ReactantJones' reagentHCID 131709961—
SolventAcetoneHCID 180—
ProductHCID 58481568HCID 5848156897.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-(4-fluoro-2,6-dimethylphenyl)-4-hydroxy cyclopent-2-enone (3 g, 13.6 mmol) in acetone (36 ml) is added freshly prepared Jones reagent (24 ml) at 0° C. The resulting solution is stirred at 0° C. for 60 minutes. The reaction mixture is quenched with ice cold isopropyl alcohol (25 ml) and stirred for one hour. The organics evaporated under vacuo and extracted with ethyl acetate, dried over anhydrous sodium sulphate, filtered and the filtrate is concentrated in vacuo to give a residue which is purified by flash chromatography (hexane/ethyl acetate) to afford 2-(4-fluoro-2,6-dimethylphenyl)cyclopent-4-ene-1,3-dione (2.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096560B2
Source datasetuspto-grants-2015_08
ORD IDord-0b26ffd689b94f7191bd2746982b5ece
Source noteuspto-grants-2015_08