Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Fluorophenol | HCID 9743 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinoline | HCID 459610 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 22132626 | HCID 22132626 | 94% |
Reaction Steps
4-Chloro-6,7-dimethoxyquinoline (100 mg) and commercially available 3-fluorophenol (0.20 ml) were mixed and stirred at 180° C. for 30 minutes. The reaction mixture was neutralized with saturated aqueous sodium hydrogen carbonate and then partitioned between water and ethyl acetate, and the ethyl acetate layer was washed with brine and then dried with anhydrous sodium sulfate. After removing the solvent by reduced-pressure distillation, the resulting residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate and then with chloroform to obtain 125 mg of the title compound (yield: 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06143764 |
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| Source dataset | uspto-grants-2000_11 |
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| ORD ID | ord-6a3787a3eadc4633baa20a7486bac3dc |
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| Source note | uspto-grants-2000_11 |
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