Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | 2,5-Dimethylphenol | HCID 7267 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (2E)-2-[2-(chloromethyl)phenyl]-2-methoxyimino-N-methylacetamide | HCID 15335384 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Dimoxystrobin | HCID 10936292 | 53.1% |
Reaction Steps
A mixture of (E)-2-(2-chloromethylphenyl)-2-methoxyimino-N-methylacetamide (500 mg), 2,5-dimethylphenol (700 mg), potassium carbonate (700 mg) and acetone (5.0 ml) was stirred in a sealed tube at 60° C. for 45 hours. After the mixture was cooled by allowing it to stand, ethyl acetate was added thereto. The mixture was washed successively with water and saturated brine. The organic layer was dried over anhydrous sodium sulfate and concentrated to dryness under reduced pressure. The resulting residue was subjected to column chromatography on silica gel (ethyl acetate:hexane=1:2) to obtain the title compound (360 mg, 53%). In this chromatographic separation, some of the starting compound was recovered.
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-ca8478262e144e25afd1a87b3550d3e6 |
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| Source note | uspto-grants-2000_03 |
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