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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 727845Generated: October 30, 2026

1-[1-(4-Bromophenyl)-butyl]-imidazole → 4-[1-(1-Imidazolyl)-butyl]-benzonitrile

https://huagongshe.com/reaction/727845

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-[1-(4-Bromophenyl)-butyl]-imidazoleHCID 14514361—
ReactantHCID 178418546HCID 178418546—
Solvent1-MethylpyrrolidineHCID 8454—
Product4-[1-(1-Imidazolyl)-butyl]-benzonitrileHCID 1451436268.4%

Reaction Steps

2.79 g of 1-[1-(4-bromophenyl)-butyl]-imidazole and 1.8 g of copper(I) cyanide are heated in 5 ml of N-methylpyrrolidine for 4 hours at 180° C. under a protecting gas atmosphere (argon). After cooling, it is precipitated in 50 ml of ammonia solution, stirred for 15 more minutes at room temperature and extracted with ethyl acetate. After concentration by evaporation in a vacuum 1.95 g of dark oil is obtained. This oil is distilled on a bulb tube in a vacuum; boiling point 200°-215° C./0.05 mbar. The resulting distillate is recrystallized from ethanol/petroleum ether. 1.54 g of 4-[1-(1-imidazolyl)-butyl]-benzonitrile with a melting point of 63°-71° C. is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05045558
Source datasetuspto-grants-1991_09
ORD IDord-39a1a68327464ac18d2e006432f27dd7
Source noteuspto-grants-1991_09