Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 2,4-Difluoroaniline | HCID 9709 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 3-Chloro-2-(3-(trifluoromethyl)phenoxy)pyridine | HCID 18008477 | — |
| Katalysator | (+/-)-1-[2-(Diphenylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine | HCID 76007372 | — |
| Lösungsmittel | O-Xylene | HCID 7237 | — |
| Produkt | Diflufenican | HCID 91735 | 60,9% |
Reaktionsschritte
Analogously to Example 3, 6.84 g (25 mmol) of 3-chloro-2-(3-trifluoromethyl)phenoxypyridine (prepared according to Example 2), 4.84 g (37.5 mmol) of 2,4-difluoroaniline, 2.92 g (27.5 mmol) of sodium carbonate, 17.5 mg (25 μmol) of dichlorobis(triphenylphosphine)palladium(lI) and 0.31 g (0.75 mmol) of (±)-1-[2-(diphenylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine in 25 ml of xylene were reacted under a CO pressure of 15 bar at 150° C. for 19 hours. The conversion was ca. 70 percent. The mixture was worked up as in Example 3 to give 6 g of crude product in the form of a yellow crystalline solid. It was purified by recrystallization from 50 ml of methylcyclohexane. The yield of the title compound was 3.25 g (33 percent) of a white solid. Other data concerning the title compound was:
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06175011B1 |
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| Quelldatensatz | uspto-grants-2001_01 |
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| ORD ID | ord-d5e8953fdcdd45beb2feb35d6bcbbd0a |
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| Quellennotiz | uspto-grants-2001_01 |
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