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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229726Generated: October 25, 2026

Chloroform → 3-Hydroxy-2-[2-oxo-2-(3-trifluoromethylphenyl)ethyl]-5-phenylcyclohex-2-enone

https://huagongshe.com/reaction/229726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantPotassium CarbonateHCID 11430—
Reactant1,3-Cyclohexanedione, 5-phenyl-HCID 568962—
Reactant2-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-oneHCID 2778386—
SolventEthyl AcetateHCID 8857—
Product3-Hydroxy-2-[2-oxo-2-(3-trifluoromethylphenyl)ethyl]-5-phenylcyclohex-2-enoneHCID 2308672035%

Reaction Steps

To a chloroform solution (2 mL) of 2-bromo-3′-trifluoromethylacetophenone (534.1 mg, 2 mmol) and 5-phenyl-1,3-cyclohexanedione (376.5 mg, 2 mmol) was added potassium carbonate (276.4 mg, 2 mmol) and stirred under suspension at room temperature over night. The reaction liquid was added with ethyl acetate (5 mL), to filter off undissolved substance, followed by concentration of thus obtained organic layer under reduced pressure and purification of concentrated residue using silica gel column chromatography (hexane/ethyl acetate=1/1) to obtain a crude product, which was further purified by suspension (hexane 1 ml/ethyl acetate about 0.2 ml) to obtain an objective compound (257.8 mg, 35.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07563893B2
Source datasetuspto-grants-2009_07
ORD IDord-71568cb0282d4223baa1aa10a6db8389
Source noteuspto-grants-2009_07