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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474640Generated: October 30, 2026

Imidazole → 2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-(2-iodoethyl)benzonitrile

https://huagongshe.com/reaction/474640

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantIodineHCID 807—
ReactantTriphenylphosphineHCID 11776—
Reactant2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-(2-hydroxyethyl)benzonitrileHCID 66825693—
SolventDichloromethaneHCID 6344—
Product2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-(2-iodoethyl)benzonitrileHCID 6777682884.2%

Reaction Steps

To a solution of Ph3P (1036 mg, 3.95 mmol) and iodine (1003 mg, 3.95 mmol) in DCM (5 mL), which was stirred at room temperature for 10 min, was added imidazole (448 mg, 6.58 mmol). After stirring for another 10 min, 2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-5-(2-hydroxyethyl)benzonitrile (900 mg, 2.63 mmol) was added. The mixture was stirred at room temperature for 1 h, and quenched by water, extracted with DCM. Purification via flash chromatography then afforded the title compound (1.0 g, 2.214 mmol, 84% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-a5893f2c6356405aa6571f721c37bfce
Source noteuspto-grants-2014_01