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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875126Generated: November 1, 2026

18-Crown-6 → 3-Chloro-5-[(2-chloro-6-fluoro-3-methylphenyl)oxy]benzonitrile

https://huagongshe.com/reaction/1875126

Reaction equation

Participants

RoleNameHCIDCharge
Reactant18-Crown-6HCID 28557—
Reactant3-Chloro-5-fluorobenzonitrileHCID 2734841—
Reactant2-Chloro-6-fluoro-3-methylphenolHCID 2773683—
ReactantHCID 178418922HCID 178418922—
SolventDimethyl SulfoxideHCID 679—
Product3-Chloro-5-[(2-chloro-6-fluoro-3-methylphenyl)oxy]benzonitrileHCID 6848367279.4%

Reaction Steps

The title compound was prepared as described herein using tBuOK (4.00 ml, 4.00 mmol), 2-chloro-6-fluoro-3-methylphenol (642 mg, 4.00 mmol), 3-chloro-5-fluorobenzonitrile (622 mg, 4.00 mmol) and 18-crown-6 (211 mg, 0.800 mmol) in dimethyl sulfoxide (16 ml) to give the title compound as a white solid (0.94 g, 79%). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.33 (1H, s) 7.12-7.19 (2H, m) 7.07 (1H, t, J=8.9 Hz) 6.98 (1H, s) 2.40 (3H, s). LCMS: m/z 294 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-cc3c4422d20d44658b0acbe8155696a1
Source noteuspto-grants-2012_11