Sodium Cyanide → Cypermethrin

HRID 126683

Reaktionsgleichung

Reaktionsgleichung von HRID 126683
[C-]#N.[Na+].Cl.Cl.[N:6]12CCC(C[CH2:11]1)CN2.[Cl:14][C:15]([Cl:25])=[CH:16][CH:17]1[CH:19]([C:20](Cl)=[O:21])[C:18]1([CH3:24])[CH3:23].[O:26]([C:33]1[CH:34]=[C:35]([CH:38]=[CH:39][CH:40]=1)[CH:36]=[O:37])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>O.CCCCCCC>[Cl:14][C:15]([Cl:25])=[CH:16][CH:17]1[CH:19]([C:20]([O:37][CH:36]([C:11]#[N:6])[C:35]2[CH:38]=[CH:39][CH:40]=[C:33]([O:26][C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:34]=2)=[O:21])[C:18]1([CH3:24])[CH3:23]

Komponenten

7

Edukt 4

HCID 8929Sodium CyanideHCID 382843-PhenoxybenzaldehydeHCID 94551Permethric chlorideHCID 20545503HCID 20545503, Verbindung

Produkt 1

HCID 2912Cypermethrin

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8900HeptaneLösungsmittel

Versuchsvorschrift

A stirred mixture of sodium cyanide (18.1 g, 0.36 mole) and diazabicyclo[2.2.2]octane dihydrochloride (1.11 g, 0.006 mole) in 30 g of water was warmed to 40°. During a one hour period a solution of 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride (77.6 g, 0.33 mole) and 3-phenoxybenzaldehyde (61.5 g, 0.3 mole) in 102 ml of n-heptane was added to the reaction mixture. After complete addition, the reaction mixture was stirred for 40 minutes and an additional 3.5 g (0.015 mole) of the acyl chloride added. The reaction mixture was stirred for an additional 40 minutes and then washed with 100 g of a 10% aqueous sodium carbonate solution and then water. The organic phase was separated from the mixture and the solvent removed by distillation under reduced pressure to give α-cyano-3-phenoxybenzyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate.

Aufarbeitung

  1. temperaturewas warmed to 40°
  2. additionAfter complete addition
  3. stirringThe reaction mixture was stirred for an additional 40 minutes
  4. washwashed with 100 g of a 10% aqueous sodium carbonate solution
  5. customThe organic phase was separated from the mixture
  6. customthe solvent removed by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2fdcce287ba14223a898d4a1984bbc07
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254052

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