Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Methoxyphenol | HCID 9007 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3,4-Difluorobenzaldehyde | HCID 588088 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 28604051 | HCID 28604051 | 57.7% |
Reaction Steps
Cesium carbonate (2.757 g, 8.44 mmol) was added to a solution of 3,4-difluoro-benzaldehyde (1.0 g, 7.037 mmol) and 3-methoxyphenol (875 mg, 7.05 mmol) dissolved in DMF (20 mL). The reaction was heated to 120° C. for 24 hours. The reaction mixture was then poured into 300 mL of water and extracted 3 times with 60 mL of ethyl acetate. The combined organic layers were washed with water (2 times), brine, and dried over sodium sulfate. The organic layer was filtered and concentrated under reduced pressure. 3-Fluoro-4-(3-methoxy-phenoxy)-benzaldehyde (1.0 g) was isolated using flash silica gel and eluting with 10% ethyl acetate and heptane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07618996B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-04aa1f329b83457190f25137c86e8bee |
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| Source note | uspto-grants-2009_11 |
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