HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 86651375, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Fluoroethyl bromide | HCID 12982 | — |
| Reactant | HCID 86651374 | HCID 86651374 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 86651375 | HCID 86651375 | 73.7% |
Reaction Steps
To 8-hydroxy-4-phenyl-7-(tetrahydro-2H-pyran-2-yloxy)-2H-chromen-2-one (40 mg, 0.12 mmol) and 1-bromo-2-fluoroethane (22 mg, 0.17 mmol) in 0.4 mL NMP was added Cs2CO3 (46 mg, 0.14 mmol). The mixture was stirred at rt for 5 h under Ar atmosphere and diluted with ether (40 mL). It was washed with water (3×30 mL) and dried over MgSO4 and concentrated. The crude product was purified with chromatography (hexane/EtOAc) to afford 8-(2-fluoroethoxy)-4-phenyl-7-(tetrahydro-2H-pyran-2-yloxy)-2H-chromen-2-one as a white solid (34 mg, 73%). MS (ESI) m/z 385 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318132B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-5168559739f243ccb994e0227b3287ea |
| Source note | uspto-grants-2012_11 |