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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 894486Erstellt: 25. Oktober 2026

Ethyl 2-bromo-2-cyanoacetate → Ethyl 1-cyano-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate

https://huagongshe.com/reaction/894486

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl 2-bromo-2-cyanoacetateHCID 14469—
Edukt1,3-Pentadiene, 1,1-dichloro-4-methyl-HCID 108746—
KatalysatorCopperHCID 23978—
ProduktEthyl 1-cyano-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylateHCID 12898169—

Reaktionsschritte

A mixture of 1,1-dichloro-4-methylpenta-1,3-diene (15.1 parts) ethylbromocyanoacetate (19.2 parts), copper-containing catalyst (as indicated in the table below), acid binder (as indicated in the table below) in solvent (as indicated in the table below; 100 parts by volume) is heated to the reflux temperature of the mixture if below 90° C., otherwise at a temperature not exceeding 90° C., and held at the reaction temperature for 6 hours. After removal of the solvent by distillation under reduced pressure the residue is extracted with a mixture of toluene (100 parts by volume), water (150 parts) and concentrated hydrochloric acid (100 parts by volume). The extract is filtered, the toluene layer is separated, washed with water (4×50 parts) and the crude ethyl-1-cyano-3-(2',2'-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate is isolated by distilling off the toluene under reduced pressure. The yield, strength and composition of the product obtained is given in the table below together with other reaction details.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04284582
Quelldatensatzuspto-grants-1981_08
ORD IDord-63c8d51ddccc40f49691c52381e16091
Quellennotizuspto-grants-1981_08