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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503589Generated: October 26, 2026

(NE)-N-[(5-bromo-2-fluoro-3-methylphenyl)methylidene]hydroxylamine → 5-Bromo-2-fluoro-3-methyl-benzonitrile

https://huagongshe.com/reaction/1503589

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(NE)-N-[(5-bromo-2-fluoro-3-methylphenyl)methylidene]hydroxylamineHCID 89306402—
SolventWaterHCID 962—
SolventAcetic AnhydrideHCID 7918—
Product5-Bromo-2-fluoro-3-methyl-benzonitrileHCID 71138359—

Reaction Steps

A stirred solution of (E)-5-bromo-2-fluoro-3-methylbenzaldehyde oxime (0.5 g, 2.2 mmol) in acetic anhydride (5.0 mL) was heated to reflux for 18 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The combined ethyl acetate layer was washed with brine and dried over Na2SO4 and concentrated under reduced pressure to afford the crude compound as a light brown gummy material (0.4 g, crude): ESIMS m/z 213.82 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212163B2
Source datasetuspto-grants-2015_12
ORD IDord-e616a06365774ced8648eef2ea2c24e1
Source noteuspto-grants-2015_12