HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 2-(Trifluoromethyl)-6-(4-vinylphenoxy)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 28875386 | HCID 28875386 | — |
| Catalyst | Methyltriphenyliphosphonium bromide | HCID 74505 | — |
| Product | 2-(Trifluoromethyl)-6-(4-vinylphenoxy)pyridine | HCID 67775614 | 60.4% |
Reaction Steps
To a stirred suspension of 4-((6-(trifluoromethyl)pyridin-2-yl)oxy)benzaldehyde (4 g, 14.97 mmol) and methyl(triphenyl)phosphonium bromide (5.35 g, 14.97 mmol) in dry THF (40 mL) was added NaH (2.096 g, 52.4 mmol) under nitrogen at 0° C. The mixture was stirred at room temperature for 2 h. The organic layer was washed three times with brine, dried over Na2SO4, filtered, and concentrated. Purification via flash chromatography afforded the title compound (2.4 g, 9.05 mmol, 60.4% yield) as a light green oil. LCMS: rt=3.80 min, [M+H+]=266
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637536B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-36c725b1246641f9b37b378a0c379e1c |
| Source note | uspto-grants-2014_01 |