HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59527571, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 45118023 | HCID 45118023 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59527571 | HCID 59527571 | — |
Reaction Steps
To a solution of ethyl 3-chloro-4-oxo-1,4-dihydroquinoline-2-carboxylate (1.1 g) in DMF (30 mL) were added benzyl bromide (0.57 mL) and potassium carbonate (720 mg) at room temperature, followed by stirring for 15 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed sequentially with water and saturated brine and dried over anhydrous sodium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=85/15) to obtain ethyl 4-(benzyloxy)-3-chloroquinoline-2-carboxylate (1.24 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367702B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-a7665c333f694922bb52b4345490d577 |
| Source note | uspto-grants-2013_02 |