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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 470384Generated: October 27, 2026

1,4-Dibromonaphthalene → 4-Bromo-1-naphthonitrile

https://huagongshe.com/reaction/470384

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DibromonaphthaleneHCID 66521—
ReactantHCID 178418260HCID 178418260—
SolventDimethylformamideHCID 6228—
Product4-Bromo-1-naphthonitrileHCID 1466211133%

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of 1,4-dibromonaphthalene (24.06 g, 84 mmol) and copper cyanide (6.02 g, 67 mmol) in DMF (85 mL) was heated to 125° C. overnight. The mixture was partially concentrated to remove DMF and the resulting residue washed with aqueous ammonium hydroxide and extracted with ethyl acetate. The organic layer was concentrated and purified by chromatography to yield 4-bromo-1-naphthonitrile (5.13 g, 26%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629278B2
Source datasetuspto-grants-2014_01
ORD IDord-b8f2aa8ea3b8477c9210ea6ab9c410ac
Source noteuspto-grants-2014_01