HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-(2',4',5-Trifluoro-1,1'-biphenyl-2-yl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4-Difluorophenylboronic acid | HCID 2734334 | — |
| Reactant | 1-(2-Bromo-4-fluorophenyl)ethan-1-one | HCID 2736304 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | 1-(2',4',5-Trifluoro-1,1'-biphenyl-2-yl)ethanone | HCID 22482372 | 30% |
Reaction Steps
The title compound was prepared from 2,4-difluorophenylboronic acid (2.0 g, 12.7 mmol), tetrabutylammonium bromide (3.71 g, 11.5 mmol), potassium carbonate (4.78 g, 34.6 mmol), 2′-bromo-4′-fluoroacetophenone (2.5 g, 11.5 mmol), and palladium acetate (259 mg, 1.15 mmol) according to the procedure and in the same manner as described in Example 105, step a. The product was purified by preparative liquid chromatography on a Biotage® 40 Mi column of prepacked silica gel (90 g), eluting with a gradient of 10%-30% methyl tert-butyl ether in hexane, to afford the desired compound (850 mg, 30%) as a clear yellow oil;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06894061B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-0f5cd9dd84aa4fc392a41c83df35c217 |
| Source note | uspto-grants-2005_05 |