HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2,6-Dimethyl-4'-trifluoromethyl-biphenyl-4-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 4-(Trifluoromethyl)phenylboronic acid | HCID 2734389 | — |
| Reactant | 4-Formyl-2,6-dimethylphenyl trifluoromethanesulfonate | HCID 54477110 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 2,6-Dimethyl-4'-trifluoromethyl-biphenyl-4-carbaldehyde | HCID 86085306 | 96.2% |
Reaction Steps
Trifluoro-methanesulfonic acid 4-formyl-2,6-dimethyl-phenyl ester (4 g, 14.2 mmol), 4-trifluoromethyl-phenylboronic acid (5.4 g, 28.4 mmol), tetrakis(triphenylphosphine)palladium (1.64 g, 1.42 mmol), LiCl (1.8 g, 42.6 mmol), and K2CO3 (5.9 g, 42.6 mmol) are placed in a flask. The system is purged with nitrogen, followed by the addition of toluene (20 ml) and water (5 ml). The resulting mixture is refluxed overnight, loaded on silica gel directly, and purified by silica gel column chromatography, eluting with EtOAc/hexanes to afford 3.8 g (96%) of the titled compound as a white solid. 1H-NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863329B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-3b46b7aad42a419ab7bb1e1121eb0808 |
| Source note | uspto-grants-2011_01 |