Sodium Cyanide → alpha-Cypermethrin 1-Epimeric Mixture

HRID 2059328

Reaktionsgleichung

Reaktionsgleichung von HRID 2059328
[C-]#N.[Na+].[C:4](CCCCCCNCCCS(O)(=O)=O)#[N:5].[Cl:20][C:21]([Cl:31])=[CH:22][C@@H:23]1[C@H:25]([C:26](Cl)=[O:27])[C:24]1([CH3:30])[CH3:29].[O:32]([C:39]1[CH:40]=[C:41]([CH:44]=[CH:45][CH:46]=1)[CH:42]=[O:43])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>O.CCCCCCC>[Cl:20][C:21]([Cl:31])=[CH:22][C@@H:23]1[C@H:25]([C:26]([O:43][CH:42]([C:4]#[N:5])[C:41]2[CH:44]=[CH:45][CH:46]=[C:39]([O:32][C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH:40]=2)=[O:27])[C:24]1([CH3:30])[CH3:29]

Komponenten

7

Edukt 4

HCID 8929Sodium CyanideHCID 382843-PhenoxybenzaldehydeHCID 12617358cis-3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropylcarbonyl chlorideHCID 867383203-(Cyanohexylamino)propanesulfonic acid

Produkt 1

HCID 9801977alpha-Cypermethrin 1-Epimeric Mixture

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8900HeptaneLösungsmittel

Versuchsvorschrift

A stirred mixture of sodium cyanide (18.0 g, 0.36 mole) and 3-(cyanohexylamino)propanesulfonic acid (1.34 g, 0.006 mole) in 300 ml of water was warmed to 40°. During a one hour period, maintaining a reaction temperature of about 40°, a solution of cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride (71.7 g, 0.315 mole) and 3-phenoxybenzaldehyde (61.9 g, 0.3 mole) in 262.2 g of n-heptane was added. The mixture was then stirred at 40° for one additional hour, after which it was washed with an aqueous solution containing 20% sodium carbonate and then with water. The organic phase was separated from the mixture and the solvent removed by distillation under reduced pressure to give α-cyano-3-phenoxybenzyl cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate.

Aufarbeitung

  1. temperaturewas warmed to 40°
  2. temperaturemaintaining a reaction temperature of about 40°
  3. washafter which it was washed with an aqueous solution
  4. additioncontaining 20% sodium carbonate
  5. customThe organic phase was separated from the mixture
  6. customthe solvent removed by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-343e4a549518433ab27d33aa24c2fdb3
Quelldatensatz
uspto-grants-1982_03
Patentnummer
US04322535

Verknüpfte Notizen

Wird geladen…