Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | 2,5-Dimethylphenol | HCID 7267 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (2E)-2-[2-(chloromethyl)phenyl]-2-methoxyimino-N-methylacetamide | HCID 15335384 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Dimoxystrobin | HCID 10936292 | 78.2% |
Reaction Steps
A mixture of (E)-2-(2-chloromethylphenyl)-2-methoxyimino-N-methylacetamide (500 mg), 2,5-dimethylphenol (700 mg), potassium carbonate (700 mg), potassium iodide (500 mg) and acetone (5.0 ml) was heated under reflux with stirring for 6 hours. After the mixture was cooled by allowing it to stand, ethyl acetate was added to the reaction mixture. The mixture was washed successively with water and saturated brine. The organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The resulting residue was subjected to column chromatography on silica gel (ethyl acetate:hexane=2:1) to obtain the title compound (530 mg, 78%). This compound was crystallized from diethyl ether-hexane to obtain the title compound as crystals (430 mg, 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06037495 |
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| Source dataset | uspto-grants-2000_03 |
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| ORD ID | ord-7765c78d332b4c4b92ff6987adbdec4b |
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| Source note | uspto-grants-2000_03 |
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