Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2082049Generated: October 26, 2026

Ethane, 1-chloro-1-ethoxy- → 4,5-Dichloro-2-(3,4-dichlorophenyl)-1-(1-ethoxyethyl)pyrrole-3-carbonitril

https://huagongshe.com/reaction/2082049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthane, 1-chloro-1-ethoxy-HCID 23478—
Reactant4,5-dichloro-2-(3,4-dichlorophenyl)-1H-pyrrole-3-carbonitrileHCID 183555—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
Product4,5-Dichloro-2-(3,4-dichlorophenyl)-1-(1-ethoxyethyl)pyrrole-3-carbonitrilHCID 2335946997.5%

Reaction Steps

To 4,5-dichloro-2-(3,4-dichlorophenyl)-pyrrole-3-carbonitrile (5.0 g, 0.016 mol) dissolved in 300 mL of tetrahydrofuran is added, portionwise, potassium t-butoxide (2.75 g, 0.025 mol) with ice cooling and stirring. The cooled mixture is treated with a solution of 1-chloroethyl ethyl ether (2.31 g, 0.021 mol) in 15 mL of tetrahydrofuran at 10° C. over a 5 minute period. The mixture is stirred for 1/2 hour at ambient temperatures, evaporated to a volume of 50 mL and poured into a mixture of 200 mL of ethyl acetate and 100 mL of water. The organic layer is separated, washed with water (2×100 mL), saturated NaCl solution (1×100 mL), dried over anhydrous magnesium sulfate and evaporated to give the title product 5.9 g, mp 124°-126° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05187184
Source datasetuspto-grants-1993_02
ORD IDord-41fe4a3382f54a1d9c2ff029b4425069
Source noteuspto-grants-1993_02