Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 2-[2-(5-Fluoro-2-methoxyphenyl)-2-methylpropyl]-2-trifluoromethyloxirane | HCID 16099239 | — |
| Reactant | quinolin-4-ol | HCID 178516385 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 10252527 | HCID 10252527 | — |
Reaction Steps
A mixture of 2-[2-(5-fluoro-2-methoxyphenyl)-2-methylpropyl]-2-trifluoromethyloxirane (see Example 1) (0.21 g) and 4-hydroxyquinoline (0.105 g) and sodium ethoxide (21 wt. % in EtOH) in 4 mL anhydrous EtOH was heated at 85° C. for 6 hours, cooled to room temperature, diluted with EtOAc and acetic acid, washed with water and brine, and dried over magnesium sulfate. Removal of the volatiles in vacuo provided a residue which was purified with flash silica gel using EtOAc as the eluent. Concentration in vacuo of the product-rich fractions provided the title compound, m.p. 170° C.-172° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07579469B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-dd17af597d58403eaaaa0468710d2783 |
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| Source note | uspto-grants-2009_08 |
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