HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 4-(4-fluorophenyl)-1-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]butane-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 2-(4-fluorophenyl)acetate | HCID 2733233 | — |
| Reactant | 1-{1-[(4-methoxyphenyl)methyl]-1H-1,2,3-triazol-4-yl}ethan-1-one | HCID 52911101 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(4-fluorophenyl)-1-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]butane-1,3-dione | HCID 67092289 | 38% |
Reaction Steps
To a solution of 1-[1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]ethanone (1.0 g, 4.30 mmol) in anhydrous THF (25 mL) was added NaH (0.38 g, 9.5 mmol) at 0° C. The mixture was stirred at RT for 1 hour, and (4-fluoro-phenyl)-acetic acid methyl ester (1.67 g, 10.0 mmol) was added at 0° C. and the mixture was refluxed overnight. The reaction mixture was evaporated and the residue was purified via column chromatography (silica gel, EtOAc/Petroleum ether 1:5) to yield the title compound (0.6 g, 38.0%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919488B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-f8c0a0c8f8624dbab9d971d6fc6c6733 |
| Source note | uspto-grants-2011_04 |