Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dabco | HCID 9237 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Hydroxybenzonitrile | HCID 11907 | — |
| Edukt | Methyl (2E)-2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyprop-2-enoate | HCID 11782200 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Methyl Isobutyl Ketone | HCID 7909 | — |
| Produkt | Azoxystrobin | HCID 3034285 | 91,8% |
Reaktionsschritte
Methyl (E)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (98.4 g at 97.7% strength; prepared as described in WO 92/08703) was added to MIBK (210 g) and water (38.3 g) and heated to 45-50° C. 2-Cyanophenol (40.1 g), potassium carbonate (63.4 g) and DABCO (0.51 g) were added and the temperature was raised to 80° C. and held for 5.5 hours. Water (316 g) was added and agitation continued for 30 minutes before settling and separating the aqueous layer. Analysis of the MIBK solution revealed a 91.8% yield of methyl (E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (azoxystrobin).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08124761B2 |
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| Quelldatensatz | uspto-grants-2012_02 |
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| ORD ID | ord-b5cdd34b6a204670a48e6bbc6c3770e9 |
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| Quellennotiz | uspto-grants-2012_02 |
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