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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2379431Generated: October 26, 2026

Ethanol → 4-Chloro-2-(p-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile

https://huagongshe.com/reaction/2379431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium ethoxideHCID 2723922—
Reactant4-Chloro-1-(chloromethyl)-2-(p-chlorophenyl)-5-(trifluoromethyl)pyrrole-3-carbonitrileHCID 11035601—
CatalystSodium ethoxideHCID 2723922—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-2-(p-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrileHCID 1111124660%

Reaction Steps

A solution of 4-chloro-1-(chloromethyl)-2-(p-chlorophenyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile (2.6 g, 0.0074 mol) in tetrahydrofuran is treated with sodium ethoxide as a 21% wt/wt solution in denatured ethanol (3.6 mL, 0.0096 mol), stirred at room temperature for 1 hour, treated with an additional 2-3 drops of the sodium ethoxide solution, heated at reflux temperature for 1 hour, cooled and poured in water. The resultant precipitate is filtered, dried and recrystallized from isopropanol to afford the title product as a white solid, 1.6 g (60% yield), mp 104.0°-104.5 C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05362746
Source datasetuspto-grants-1994_11
ORD IDord-82d875e4f8b14386b9d6db11e516a684
Source noteuspto-grants-1994_11