HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → (S)-1,2-Difluoro-3-(1-nitrohex-5-en-2-yl)benzene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Binap, (A+-)- | HCID 634876 | — |
| Edukt | (2,3-Difluorophenyl)boronic acid | HCID 2734333 | — |
| Edukt | (E)-1-nitrohexa-1,5-diene | HCID 13775677 | — |
| Katalysator | ethene;(Z)-4-hydroxypent-3-en-2-one;rhodium | HCID 11010647 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | (S)-1,2-Difluoro-3-(1-nitrohex-5-en-2-yl)benzene | HCID 86681331 | — |
Reaktionsschritte
In a 1 L round-bottom flask was dissolved (E)-1-nitrohexa-1,5-diene (12.30 g, 97 mmol) and 2,3-difluorophenylboronic acid (38.2 g, 242 mmol) in dioxane (315 mL) to give a colorless suspension. Water (6.1 mL, 340 mmol) was added. The mixture was degassed with nitrogen and in a sonicator for 20 min. Sodium bicarbonate (4.06 g, 48.4 mmol) and (S)-(+2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (1.807 g, 2.90 mmol) and acetylacetonatobis(ethylene)rhodium (I) (0.749 g, 2.90 mmol) were added to the solution under nitrogen. The mixture was stirred at rt for 2 min, and then heated to 35° C. for 6 h under nitrogen. Reaction was continued for another 8 h at 35° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08748429B2 |
| Quelldatensatz | uspto-grants-2014_06 |
| ORD ID | ord-302807f1e3ad4018bb0a6c0c084dad0a |
| Quellennotiz | uspto-grants-2014_06 |