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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethyl SulfateHCID 6497—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 76309304HCID 76309304—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
Product(2E)-2-methoxyimino-N-methyl-2-(2-phenoxyphenyl)acetamideHCID 548387282.1%

Reaction Conditions

Temperature50 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05442063
Source datasetuspto-grants-1995_08
ORD IDord-5d46da3329874968a87ee08717305d7b
Source noteuspto-grants-1995_08