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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 894485Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/894485

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl 2-bromo-2-cyanoacetateHCID 14469—
Edukt1,3-Pentadiene, 1,1-dichloro-4-methyl-HCID 108746—
EduktSodium MethoxideHCID 10942334—
KatalysatorCopperHCID 23978—
LösungsmittelMethanolHCID 887—
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), copper-containing catalyst in amount indicated in the table below and methanol (32 parts) is heated to reflux and ethyl bromocyanoacetate (19.2 parts) in methanol (14 parts) is then added at a uniform rate during 6 hours, and the acid-base balance ("pH" as indicated by a pH meter) is maintained at a predetermined value by the addition of a 13% solution of sodium methoxide in methanol. On completion of the ethyl bromocyanoacetate addition, heating at reflux temperature is continued for a further 2 hours, maintaining the desired acid-base balance as necessary. The resulting solution is evaporated under reduced pressure to remove the solvent and the product is isolated as described in Examples 2-6 above. The yield, strength and composition of the ethyl 1-cyano-3-(2',2'-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate obtained are given in the following table together with other reaction details:

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04284582
Quelldatensatzuspto-grants-1981_08
ORD IDord-71b6c52dd9ca4d3c8b4947c4d18a9a48
Quellennotizuspto-grants-1981_08