HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Chlorobenzonitrile → 2-Cyano-4'-methylbiphenyl
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Chlorobenzonitrile | HCID 13391 | — |
| Edukt | Tolylboronic acid | HCID 79799 | — |
| Edukt | Potassium Fluoride | HCID 522689 | — |
| Edukt | Sodium 3,3',3''-phosphinetriyltribenzenesulfonate hydrate | HCID 53487040 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | P-Xylene | HCID 7809 | — |
| Produkt | 2-Cyano-4'-methylbiphenyl | HCID 145512 | 88,7% |
Reaktionsschritte
15 g of 2-chlorobenzonitrile, 15.8 g of p-tolueneboronic acid and 15.8 g of potassium fluoride in 50 ml of p-xylene, 40 ml of glycol and 10 ml of water were heated to 120° C. At 80° C., a mixture of 24.7 mg of palladium acetate and 0.55 ml of TPPTS/H2O solution (0.6 molar) in 2.5 ml of DMSO was added. After the reaction was complete, the phases were separated. The aqueous phase was washed with 50 ml of toluene. The combined organic phases were washed with 20 ml of water and subsequently dried over sodium sulfate. Crystallization from n-heptane gave 18.7 g of 2-cyano-4'-methylbiphenyl.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06140265 |
| Quelldatensatz | uspto-grants-2000_10 |
| ORD ID | ord-9053ed4261e245669d83d5681db37261 |
| Quellennotiz | uspto-grants-2000_10 |