Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2396433Generated: October 26, 2026

O-Xylene → 2,4-Dichloro-5-fluorobenzonitrile

https://huagongshe.com/reaction/2396433

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-XyleneHCID 7237—
Reactant4-Methylpentane-1,2-diolHCID 91171—
Reactant1-Bromo-2,4-dichloro-5-fluorobenzeneHCID 11791393—
ReactantHCID 178418546HCID 178418546—
CatalystTetrabutylphosphonium bromideHCID 76564—
Product2,4-Dichloro-5-fluorobenzonitrileHCID 2782753—

Reaction Steps

97.6 g (0.4 mol) of 5-bromo-2,4-dichlorofluorobenzene, 35.8 g (0.4 mol) of copper(I)cyanide, 10.0 g (0.014 mol) of trimethyl(ethoxypolyoxypropyl)ammonium chloride, 5.0 g (0.015 mol) of tetrabutylphosphonium bromide and 5.0 g (0.01 mol) of polyethylene glycol dimethyl ether 500 were introduced together with 20.0 g (0.19 mol) of xylene into a 250 ml 3-neck flask fitted with a reflux condenser and blade stirrer and azeotropically dried at up to 150° C. under reduced pressure. Amount of 2,4-dichloro-5-fluorobenzonitrile formed: after 5 hours: 19 GC area-%. after 26 hours: 75 GC area-%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05492875
Source datasetuspto-grants-1996_02
ORD IDord-831c3ffd12e640e58d374f798b199218
Source noteuspto-grants-1996_02