Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | 2-Hydroxybenzonitrile | HCID 11907 | — |
| Edukt | Potassium Hydroxide | HCID 14797 | — |
| Edukt | Methyl (2E)-2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyprop-2-enoate | HCID 11782200 | — |
| Katalysator | Tetrabutylammonium Bromide | HCID 74236 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | Azoxystrobin | HCID 3034285 | 72,6% |
Reaktionsschritte
To a solution of potassium hydroxide (12.0 g) in water (10 g) was added, with stirring, 2-cyanophenol (13.2 g). The resulting solution was added, over 5 minutes, to (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxypropenoate (32.8 g) at 95° C. and the temperature was maintained at 95-100° C. during the addition. Tetrabutylammonium bromide (1.5 g) was then added and the resulting mixture stirred for 20 hours at 95-100° C. The reaction mixture was mixed with water and toluene and the organic layer separated. The toluene solution contained (E)-methyl 2-[2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate (72.6% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06153750 |
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| Quelldatensatz | uspto-grants-2000_11 |
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| ORD ID | ord-4fb607da5dfd48be86411394b2791740 |
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| Quellennotiz | uspto-grants-2000_11 |
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