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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2057515Erstellt: 25. Oktober 2026

Toluene → 3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonitrile

https://huagongshe.com/reaction/2057515

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
Edukt4,6,6,6-Tetrachloro-2-cyano-3,3-dimethylhexanoic acidHCID 20434843—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonitrileHCID 1289817389%

Reaktionsbedingungen

Temperatur145 °C

Reaktionsschritte

A solution of 4-chloro-2-cyano-3,3-dimethyl-6,6,6-trichlorohexanoic acid (6.14 g) in dimethyl formamide (12 ml) was stirred at 145° C. for 4 hours under an ammonia atmosphere at initially 5 bar pressure. After release of the pressure the mixture was stirred for another 6 hours at 145° C. After cooling, over 90% of the solvent was flashed off (bath temperature max. 60° C., pressure 12 mmHg). The residue was mixed with toluene and subsequently washed with aqueous hydrochloric acid and aqueous sodium bicarbonate. After drying of the organic phase the solvent was removed under reduced pressure to yield 3.3 g of the required 2-(2,2-dichlorovinyl)-3,3-dimethylcyclopropane nitrile (97% pure, 89% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04211720
Quelldatensatzuspto-grants-1980_07
ORD IDord-53db2e25760d41c08e88f52e34312f8c
Quellennotizuspto-grants-1980_07