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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354094Generated: October 29, 2026

Toluene → 2-(3-Hydroxyphenoxy)-6-(trifluoromethyl)benzonitrile

https://huagongshe.com/reaction/354094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantResorcinolHCID 5054—
ReactantPotassium HydroxideHCID 14797—
Reactant2-chloro-6-(trifluoromethyl)benzonitrileHCID 10867457—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-(3-Hydroxyphenoxy)-6-(trifluoromethyl)benzonitrileHCID 12971882—

Reaction Conditions

Temperature62.5 °C

Reaction Steps

Resorcinol [44.0 g (0.4 mol)] is partly dissolved in 170 ml of N-methylpyrrolidone, and potassium hydroxide [min. 85% pure; 34.5 g (0.52 mol)] and then 2-chloro-6-(trifluoromethyl)benzonitrile [20.5 g (0.1 mol)] are added. The mixture is stirred at 60-65° C. for 2.5 h. After addition of 300 ml of toluene and 400 ml of water, the aqueous phase is separated off and extracted once more with 300 ml of toluene. The combined organic phases are dried over MgSO4 and, after filtration, concentrated. Digestion of the oily residue with 150 ml of water, filtration and drying affords pale brownish crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06756409B2
Source datasetuspto-grants-2004_06
ORD IDord-2945f618b9dd40b1844272a909f19fa1
Source noteuspto-grants-2004_06