HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 5-Ethenyl-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzonitrile, 5-formyl-2-[3-(trifluoromethyl)phenoxy]- | HCID 86666203 | — |
| Catalyst | Methyltriphenyliphosphonium bromide | HCID 74505 | — |
| Product | 5-Ethenyl-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile | HCID 66825368 | 50.3% |
Reaction Steps
To a solution of methyltriphenylphosphonium bromide (11.78 g, 33.0 mmol) in dry THF (100 mL) was added dropwise a solution of NaH (4.79 g, 110 mmol) in THF (100 mL) under nitrogen for 0.5 h. Then a solution of 5-formyl-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile (8 g, 27.5 mmol) in THF (1 mL) was added slowly into the reaction mixture. The mixture was then allowed to warm to room temperature and stirring continued for 2 h. Purification via flash chromatography then afforded the title compound (4 g, 13.83 mmol, 50.3% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637536B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-5949c67a0bcf47b0aa345bc1e2307c50 |
| Source note | uspto-grants-2014_01 |