HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene carbonate → 2-[3-(2-Quinolinyl-methoxy)phenoxy]ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene carbonate | HCID 7303 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenol, 3-(2-quinolinylmethoxy)- | HCID 10988736 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[3-(2-Quinolinyl-methoxy)phenoxy]ethanol | HCID 18612490 | 81% |
Reaction Steps
3-(2-Quinolinyl-methoxy)phenol (12.5 g), potassium carbonate (10.4 g) and 1,3-dioxolan-2-one (44 g) were stirred on an oil bath at 100° C. for 2 hours. The mixture was cooled, poured into water and extracted with DCM. The organic layer was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 97/3). The pure fractions were collected and evaporated. The residue was stirred up in DIPE. The precipitate was filtered off and dried, yielding 11.9 g (80.6%) of 2-[3-(2-quinolinyl-methoxy)phenoxy]ethanol (intermediate 5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06218381B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-9cf0c50ce18640fa9cab3275e4abc3c8 |
| Source note | uspto-grants-2001_04 |