Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | P-Anisidine | HCID 7732 | — |
| Reactant | Ethyl 4,4,4-trifluoroacetoacetate | HCID 67793 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Phosphoric Acid | HCID 1004 | — |
| Product | HCID 178487932 | HCID 178487932 | 4.6% |
Reaction Steps
4-Methoxyaniline (5.00 g) was dissolved in 75% phosphoric acid (20 mL) and ethyl trifluoroacetoacetate (7.48 g) was dropwise added thereto at 110° C. The mixture was stirred at 110° C. for 4 hr with heating. After allowing to cool, the reaction mixture was added to saturated aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate. The extract was dried and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography to give 2-trifluoromethyl-4-hydroxy-6-methoxyquinoline (0.450 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07060722B2 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-9208131a563c4e128170c46f9c262c9a |
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| Source note | uspto-grants-2006_06 |
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