HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 1,2,3,4-Tetrafluoro-5-(4-fluorophenyl)-6-[4-(methylthio)phenyl]benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,2-Dibromo-3,4,5,6-tetrafluorobenzene | HCID 70007 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | 4-(Methylthio)phenylboronic acid | HCID 2733959 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1,2,3,4-Tetrafluoro-5-(4-fluorophenyl)-6-[4-(methylthio)phenyl]benzene | HCID 10499115 | 126.1% |
Reaction Steps
Under nitrogen, 1 g of Pd(PPh3)4 was added to a stirred solution of 4.85 g (15.8 mmol) of 1,2-dibromo-3,4,5,6-tetrafluorobenzene (Aldrich), 2.65 g (18.9 mmol) of 4-fluorophenylboronic acid, and 3.17 g (18.9 mmol) of 4-methylthiophenylboronic acid (Example 1, Step 2) in 80 mL of toluene, 50 mL of ethanol, and 35 mL of 2M Na2CO3. After vigorous stirring at reflux overnight, the solvent was removed in vacuo. The residue was dissolved in ethyl acetate, washed water, and dried over Na2SO4. Concentration in vacuo gave 7.3 g of 1,2,3,4-tetrafluoro-5-(4-fluorophenyl)-6-[4-(methylthio)phenyl]benzene as a yellow oil which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06677488B2 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-414a4b6d223142559551f3423b06fd4e |
| Source note | uspto-grants-2004_01 |