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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486885Generated: October 30, 2026

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

https://huagongshe.com/reaction/1486885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantHydroxylamine HClHCID 21645—
ReactantSodium BicarbonateHCID 516892—
Reactant3-(Benzyloxy)-5-bromobenzaldehydeHCID 46217173—
SolventWaterHCID 962—
SolventSodium chloride; waterHCID 57417360—
Product(NE)-N-[(3-bromo-5-phenylmethoxyphenyl)methylidene]hydroxylamineHCID 11829282127.9%

Reaction Steps

A mixture of 3-(benzyloxy)-5-bromobenzaldehyde (5.05 g), hydroxyl ammonium chloride (1.326 g), sodium bicarbonate (1.603 g), and ethanol (50 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 (1.48 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428470B2
Source datasetuspto-grants-2016_08
ORD IDord-64e26321661f4376967348a40c147c84
Source noteuspto-grants-2016_08