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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172680Generated: October 27, 2026

Hydrochloric Acid → 4-Fluoro-2-vinyl-benzonitrile

https://huagongshe.com/reaction/1172680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-Bromo-2-ethenyl-4-fluorobenzeneHCID 11241089—
ReactantHCID 178418546HCID 178418546—
SolventDimethylformamideHCID 6228—
Product4-Fluoro-2-vinyl-benzonitrileHCID 5955633760.5%

Reaction Conditions

Temperature200 °C

Reaction Steps

4.0 g 1-Bromo-4-fluoro-2-vinyl-benzene and 1.87 g copper (I) cyanide were dissolved in 16 ml dimethylformamide and heated under microwave irradiation at 200° C. for 25 minutes. The cooled reaction mixture was poured into 200 ml 1 M HCl and extracted five times with portions of 60 ml ethyl acetate. The combined organic layers were washed with 100 ml 1 N HCl, dried over MgSO4, then the solvent was removed in vacuo and the resulting residue purified on silica gel with the eluent heptane=>n-heptane:ethyl acetate=6:1 to obtain 1.77 g 4-Fluoro-2-vinyl-benzonitrile as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834030B2
Source datasetuspto-grants-2010_11
ORD IDord-648738f4cfc844d3bb6e1357344967f6
Source noteuspto-grants-2010_11