HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → HCID 19592390, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3-Bromomethyl-8-(2,6-dichlorobenzoylamino)quinoline | HCID 19592388 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19592390 | HCID 19592390 | 70.3% |
Reaction Steps
To a solution of 3-bromomethyl-8-(2,6-dichlorobenzoylamino)quinoline (120 mg) and phenol (30.3 mg) in dimethylformamide was added potassium tert-butoxide (72.2 mg), and the mixture was stirred for 1 hour at ambient temperature. The mixture was poured into saturated ammonium chloride solution and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel (ethyl acetate-n-hexane) to give 8-(2,6-dichlorobenzoylamino)-3-phenoxymethylquinoline (87.1 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06008230 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-0f61057f436b466ba4b5dc3e66f83154 |
| Source note | uspto-grants-1999_12 |