HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 66825615, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzonitrile, 2-[4-chloro-3-(trifluoromethyl)phenoxy]-5-formyl- | HCID 86666201 | — |
| Catalyst | Methyltriphenyliphosphonium bromide | HCID 74505 | — |
| Product | HCID 66825615 | HCID 66825615 | 36.2% |
Reaction Steps
To a solution of NaH (0.798 g, 19.96 mmol) in dry THF (15 mL) was added methyltriphenylphosphonium bromide (7.13 g, 19.96 mmol). The mixture was stirred at room temperature for 0.5 h. Then 2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-5-formylbenzonitrile (5.0 g, 15.35 mmol) was added. Stirring continued for 1.5 h, and the mixture was quenched by ice water. THF was removed by evaporation; the aqueous layer was extracted with DCM. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated to afford the title compound (1.8 g, 5.56 mmol, 36.2% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174968B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-24208542927641e88c55ea60e6e1bb25 |
| Source note | uspto-grants-2015_11 |