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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486880Generated: October 30, 2026

Ethanol → (NE)-N-[(3-methyl-5-phenylmethoxyphenyl)methylidene]hydroxylamine

https://huagongshe.com/reaction/1486880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantHydroxylamine HClHCID 21645—
ReactantSodium BicarbonateHCID 516892—
Reactant3-(Benzyloxy)-5-methylbenzaldehydeHCID 117827038—
SolventWaterHCID 962—
SolventSodium chloride; waterHCID 57417360—
Product(NE)-N-[(3-methyl-5-phenylmethoxyphenyl)methylidene]hydroxylamineHCID 11829275979.5%

Reaction Steps

A mixture of 3-(benzyloxy)-5-methylbenzaldehyde (948 mg), hydroxyl ammonium chloride (320 mg), sodium bicarbonate (837 mg), and ethanol (10 mL) was stirred overnight at room temperature. To the reaction mixture, water and brine were added, followed by extraction with ethyl acetate. The extract was washed with brine and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (804 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428470B2
Source datasetuspto-grants-2016_08
ORD IDord-477daf193634419ea459b3358c0504c8
Source noteuspto-grants-2016_08