HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1756756Generated: November 1, 2026
Toluene → (2E)-2-methoxyimino-N-methyl-2-(2-phenoxyphenyl)acetamide
https://huagongshe.com/reaction/1756756
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 76309304 | HCID 76309304 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | (2E)-2-methoxyimino-N-methyl-2-(2-phenoxyphenyl)acetamide | HCID 5483872 | 82.1% |
Reaction Steps
85% Potassium hydroxide (0.79 g, 12.0 mmol) and toluene (20 ml) were added to (E)-2-(2-phenoxyphenyl)-2-methoxyiminoacetamide (2.70 g, 10.0 mmol) and dissolved by heating to 50° C. After 10 minutes, the solution was concentrated under reduced pressure. Toluene (20 ml) was added to the residue, and dimethyl sulfate (1.32 ml, 14.0 mmol) was added dropwise under ice-cooling and reacted at room temperature for 1 hour. After completion of the reaction, water (100 ml) was added. The mixture was extrcted with ether (150 ml), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (ethyl acetate/n-hexane) to give (E)-2-(2-phenoxyphenyl)-2-methoxyimino-N-methylacetamide (2.33 g, Yield: 82.1%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05442063 |
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| Source dataset | uspto-grants-1995_08 |
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| ORD ID | ord-5d46da3329874968a87ee08717305d7b |
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| Source note | uspto-grants-1995_08 |
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