HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 23156520, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 23078271 | HCID 23078271 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23156520 | HCID 23156520 | 66% |
Reaction Steps
2-[(6,7-Dimethoxy-4-quinolyl)oxy]-5-methylbenzaldehyde (88.6 mg) was dissolved in methanol (5 ml). Piperidine (250 mg) was then added to the solution, and the mixture was stirred at room temperature for 10 min. Further, sodium borohydride (17.5 mg) was added thereto, and the mixture was stirred at room temperature for 20 min. Ethyl acetate and water were added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-hexane to give the title compound (71 mg, yield 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07560558B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-28420c1ac7a4402d9b643411e76462c5 |
| Source note | uspto-grants-2009_07 |