HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → 3-Hydroxy-2-[2-oxo-2-(3-trifluoromethylphenyl)ethyl]-5-phenylcyclohex-2-enone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,3-Cyclohexanedione, 5-phenyl- | HCID 568962 | — |
| Reactant | 2-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-one | HCID 2778386 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-Hydroxy-2-[2-oxo-2-(3-trifluoromethylphenyl)ethyl]-5-phenylcyclohex-2-enone | HCID 23086720 | 35% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07563893B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-71568cb0282d4223baa1aa10a6db8389 |
| Source note | uspto-grants-2009_07 |