Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromo-5-hydroxybenzaldehyde | HCID 387179 | — |
| Reactant | METHYL 2-CYANO-5-FLUOROBENZOATE | HCID 11984295 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86636411 | HCID 86636411 | 71% |
Reaction Steps
A mixture of methyl 2-cyano-5-fluorobenzoate (4.48 g, 25.0 mmol), 2-bromo-5-hydroxybenzaldehyde (5.03 g, 25.0 mmol), and potassium carbonate (4.14 g, 30.0 mmol) in N,N-dimethylformamide (50 mL) was stirred at 80° C. overnight. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried on anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by silica gel chromatography (chloroform) to give methyl 5-(4-bromo-3-formylphenoxy)-2-cyanobenzoate (5.35 g, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09012431B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-012f543fe401434bbb8829f249004e63 |
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| Source note | uspto-grants-2015_04 |
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