HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → 5-(4-Fluorophenyl)-6-[4-(methylthio)phenyl]-1,3-benzodioxole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 5,6-Dibromo-1,3-dioxaindane | HCID 225814 | — |
| Edukt | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Edukt | 4-(Methylthio)phenylboronic acid | HCID 2733959 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 5-(4-Fluorophenyl)-6-[4-(methylthio)phenyl]-1,3-benzodioxole | HCID 10830847 | 142,6% |
Reaktionsschritte
Under nitrogen, 1 g of Pd(PPh3)4 was added to a stirred solution of 4 g (14.3 mmol) of 5,6-dibromo-1,3-benzodioxole (Lancaster), 2.4 g (17.2 mmol) of 4-fluorophenyl boronic acid, and 2.87 g (17.2 mmol) of 4-methylthiophenylboronic acid (Example 1, Step 2) in 70 mL of toluene, 40 mL of ethanol, and 30 mL of 2M Na2CO3. After vigorous stirring at reflux overnight, the solvent was removed in vacuo. The residue was dissolved in ethyl acetate, washed with water, and dried over Na2 SO4. Concentration in vacuo gave 6.9 g of 5-(4-fluorophenyl)-6-[4-(methylthio)phenyl]-1,3-benzodioxole as a semi-solid which was used without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05739166 |
| Quelldatensatz | uspto-grants-1998_04 |
| ORD ID | ord-692ea6792de14155887aaeb3fdd82e1d |
| Quellennotiz | uspto-grants-1998_04 |