Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 86679083 | HCID 86679083 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86679084 | HCID 86679084 | 95.3% |
Reaction Steps
To a stirred suspension of 3-(2,4-dichloro-phenyl)-2-(hydroxyimino)-propionic acid methyl ester (2.0 g; 7.6 mmol) and potassium carbonate (3.2 g; 23 mmol) in N,N-dimethylformamide (15 ml) under argon at 20° C., was added drop wise methyl iodide (4.3 ml; 23 mmol). The mixture was stirred for 2 hours at 20° C. Water (300 ml) was added to the mixture which was extracted with ethyl acetate (3×150 ml). Combined organics were concentrated, the residue dissolved in 20 ml of dichloromethane, washed twice with water (150 ml), dried over sodium sulfate and evaporated under reduced pressure to afford 2.0 g (95% of theory) of 3-(2,4-dichloro-phenyl)-2-(methoxyimino)-propionic acid methyl ester (mixture of E/Z-isomers) as a clear yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08552049B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-c805beed043245ac868307e00b83598e |
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| Source note | uspto-grants-2013_10 |
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