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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45776Generated: October 26, 2026

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

https://huagongshe.com/reaction/45776

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 numberUS08541589B2
Source datasetuspto-grants-2013_09
ORD IDord-f59ca2945eba4b08beec8ffdabe7efe7
Source noteuspto-grants-2013_09