HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 67775099, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 10705613 | HCID 10705613 | — |
| Catalyst | Methyltriphenyliphosphonium bromide | HCID 74505 | — |
| Product | HCID 67775099 | HCID 67775099 | 59% |
Reaction Steps
To a stirred suspension of 4-[(4-chloro-3-methylphenyl)oxy]benzaldehyde (4.2 g, 17.03 mmol) and methyl(triphenyl)phosphonium bromide (6 g, 16.80 mmol) in dry THF (50 mL) was added NaH (3.4 g, 85 mmol) under nitrogen at 0° C. The mixture was stirred at room temperature for 3 h. The organic layer was washed three times with brine, dried over Na2SO4, filtered, and concentrated. Purification via flash chromatography afforded the title compound (2.46 g, 59% yield) as a light green oil. LCMS: rt=4.34 min, [M+H+]=280
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637536B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-7ff1b3a66c9c43bfb4462db757db57ba |
| Source note | uspto-grants-2014_01 |