HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 8-[[4-(4-phenylbutoxy)phenyl]methyloxy]-4-oxo-4H-1-benzopyran-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | ethyl 8-hydroxy-4-oxo-4H-1-benzopyran-2-carboxylate | HCID 12355847 | — |
| Reactant | 1-(Chloromethyl)-4-(4-phenylbutoxy)benzene | HCID 15115532 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 8-[[4-(4-phenylbutoxy)phenyl]methyloxy]-4-oxo-4H-1-benzopyran-2-carboxylate | HCID 19606357 | 72.2% |
Reaction Steps
A solution of potassium carbonate (330 mg, 2.39 mmol) in dry N,N-dimethylformamide (15 ml) was added with ethyl 8-hydroxy-4-oxo-4H-1-benzopyran-2-carboxylate (520 mg, 2.39 mmol) stirring at room temperature for 10 min. After that the reaction mixture was added with 4-(4-phenylbutoxy)benzyl chloride 595 mg, 2.17 mmol) and left under stirring at 60° C. for 18 h, subsequently was added with water (25 ml), extracted with ethyl ether (3×50 ml), dried and the solvent was evaporated off under reduced pressure, to obtain a residue which was purified by chromatography through a silica gel column, eluting with petroleum ether:chloroform, 7:3, recovering 740 mg of the title compound (66% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05990142 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-15f5b44f626949f19ab5d57557a384e5 |
| Source note | uspto-grants-1999_11 |