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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 323667Generated: October 25, 2026

Triethylamine → 3,5-Dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(3-(4-chlorophenylacetamido)propyloxy)benzene

https://huagongshe.com/reaction/323667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(4-Chlorophenyl)acetic acidHCID 15880—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant3-[2,6-Dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propylamineHCID 15869744—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product3,5-Dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(3-(4-chlorophenylacetamido)propyloxy)benzeneHCID 1935661570.6%

Reaction Steps

To a mixture of 0.35 g of 4-(3-aminopropyloxy)-3,5-dichloro-1-(3,3-dichloro-2-propenyloxy) benzene, 0.17 g of 4-chlorophenylacetic acid, 0.1 8 ml of triethylamine and 10 ml of dichloromethane was added 0.23 g of WSC hydrochloride, while stirring at room temperature. After stirring at room temperature for 6 hours, the reaction mixture was concentrated to give a residue. The residue was dissolved in 50 ml of ethyl acetate, and the ethyl acetate layer was successively washed with 10% hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and saturated saline solution, dried over anhydrous magnesium sulfate, and then concentrated to give a residue. The residue was subjected to silica gel chromatography, which afforded 0.35 g of 3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(3-(4-chlorophenylacetamido )propyloxy)benzene (70% yield), m.p., 108.4° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06214835B1
Source datasetuspto-grants-2001_04
ORD IDord-5623cf6b70de4eb6bfd3c18fb723d919
Source noteuspto-grants-2001_04