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HRID 647457Erstellt: 25. Oktober 2026

Toluene → alpha-Cypermethrin 1-Epimeric Mixture

https://huagongshe.com/reaction/647457

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktPotassium CarbonateHCID 11430—
EduktCis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylic acidHCID 41507—
EduktO-(p-toluenesulfonyl)-m-phenoxymandelonitrileHCID 12945136—
KatalysatorTetrabutylammonium BromideHCID 74236—
LösungsmittelWaterHCID 962—
Produktalpha-Cypermethrin 1-Epimeric MixtureHCID 980197799%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

Cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylic acid (1680 g, 8.04 M) was added to a solution of potassium carbonate (555 g, 4.02 M) in water (3800 ml). Toluene (7600 ml), tetra-n-butylammonium bromide (115 g, 0.4 M) and alpha-cyano-3-phenoxybenzyl p-toluenesulphonate (2902 g, 7.65 M; prepared as in Example 1(A) above) were added to the stirred mixture which was then heated at 70° C. for 5 hours. The mixture was cooled to ambient temperature and the organic phase was separated off, washed twice with aqueous potassium carbonate solution and twice with water, evaporated and degassed under vacuum to leave cis-alpha-cyano-3-phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate as a yellow oil (3130 g, 99%), containing less than 1% trans-isomers.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04409150
Quelldatensatzuspto-grants-1983_10
ORD IDord-4add32f706d6482bb574c4d3955c5caa
Quellennotizuspto-grants-1983_10