HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 1-Chloro-2-(trifluoromethyl)-4-(4-vinylphenoxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(4-Chloro-3-(trifluoromethyl)phenoxy)benzaldehyde | HCID 86666187 | — |
| Catalyst | Methyltriphenyliphosphonium bromide | HCID 74505 | — |
| Product | 1-Chloro-2-(trifluoromethyl)-4-(4-vinylphenoxy)benzene | HCID 66825837 | 86% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of methyltriphenylphosphonium bromide (5.99 g, 16.76 mmol) and NaH (1.397 g, 34.9 mmol) in THF (50 mL) was added a solution of 4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}benzaldehyde (4.2 g, 13.97 mmol) in THF (50 mL) under nitrogen at 0° C. The reaction mixture was stirred at 0° C. for 0.5 h, then at room temperature overnight. Purification via flash chromatography then afforded the title compound (3.6 g, 12.05 mmol, 86% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637536B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-f79146b86d4b4cef8e2be5932ebd0028 |
| Source note | uspto-grants-2014_01 |