HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-(4-(benzyloxy)phenyl)-4-(pyridin-4-yl)furan-2(5H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Oxo-2-(pyridin-4-yl)ethyl 2-(4-(benzyloxy)phenyl)acetate | HCID 67301753 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-(4-(benzyloxy)phenyl)-4-(pyridin-4-yl)furan-2(5H)-one | HCID 67075091 | 10.2% |
Reaction Steps
To a stirred solution of 2-oxo-2-(pyridin-4-yl)ethyl 2-(4-(benzyloxy)phenyl)acetate (1.8 g, 0.004 mol) in acetonitrile (50 mL) was added triethylamine (10 mL, 0.07 mol) under an inert atmosphere. The reaction mixture was then refluxed for 2 h, concentrated in vacuo, and the residue was dissolved in EtOAc (100 mL). The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to yield the crude product. The crude material was purified via silica gel column chromatography to afford 3-(4-(benzyloxy)phenyl)-4-(pyridin-4-yl)furan-2(5H)-one (140 mg, 8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481534B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-713e0dc980d94c18ab4821eb5e143f6e |
| Source note | uspto-grants-2013_07 |