HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228712Generated: October 26, 2026
Water → 1-[4-Chloro-2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methyl-phenyl]-ethanone
https://huagongshe.com/reaction/228712
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinoline | HCID 459610 | — |
| Reactant | 1-(4-Chloro-2-hydroxy-5-methylphenyl)ethanone | HCID 12135029 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | 1,2-Dichlorobenzene | HCID 7239 | — |
| Product | 1-[4-Chloro-2-(6,7-dimethoxy-quinolin-4-yloxy)-5-methyl-phenyl]-ethanone | HCID 57756382 | 10% |
Reaction Steps
1-(4-Chloro-2-hydroxy-5-methyl-phenyl)-ethanone (193 mg), 4-chloro-6,7-dimethoxyquinoline (468 mg), and 4-dimethylaminopyridine (385 mg) were suspended in o-dichlorobenzene (5 ml) to prepare a suspension which was then stirred at 140° C. for 24 hr. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-hexane to give the title compound (39 mg, yield 10%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07560558B2 |
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| Source dataset | uspto-grants-2009_07 |
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| ORD ID | ord-757993e70236446689193921b610e3f2 |
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| Source note | uspto-grants-2009_07 |
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