Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,4-Difluorophenol | HCID 123051 | — |
| Reactant | 3-Bromo-4-fluorobenzaldehyde | HCID 173604 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 86704958 | HCID 86704958 | 95% |
Reaction Steps
A mixture of 3-bromo-4-fluorobenzaldehyde (4.06 g, 20.0 mmol), 2,4-difluorophenol (2.60 g, 20.0 mmol) and cesium carbonate (7.17 g, 22.0 mmol) in dimethyl sulfoxide (20 mL) was heated at 100° C. for 1 hour. The reaction mixture was partitioned with ethyl acetate and water. The organic layer was washed with saturated aqueous sodium chloride twice, dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography (silica gel, 20% ethyl acetate in heptanes) to provide the title compound (5.94 g, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09050346B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-f699a33584be4d39b527919f2a9bba2a |
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| Source note | uspto-grants-2015_06 |
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