Potassium Cyanide → Fenvalerate

HRID 1277529

Reaction equation

HRID 1277529 reaction equation
[C-:1]#[N:2].[K+].[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH:30]([CH3:32])[CH3:31])[C:12]([O:14][CH:15](Cl)[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:17]=2)=[O:13])=[CH:7][CH:6]=1>CCOCC>[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH:30]([CH3:32])[CH3:31])[C:12]([O:14][CH:15]([C:1]#[N:2])[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:17]=2)=[O:13])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 9032Potassium CyanideHCID 13061774alpha-Chloro-3-phenoxybenzyl 2-(p-chlorophenyl)-2-isopropyl-acetate

Product 1

HCID 3347Fenvalerate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
20 °C

Procedure

1.5 g of potassium cyanide were added to a mixture of 80 ml of acetonitrileand the solution obtained in Example 9 and the mixture was stirred at 20° C. for 72 hours. Ether was added to the mixture which was then filtered to remove insolubles. The filtrate was evaporated to dryness under reduced pressure and the residue was chromatographed over silica gel. Elution with a 95-5 cyclohexane-acetone mixture yielded 6.5 g of RS α-cyano-3-phenoxy-benzyl 2-(p-chlorophenyl)-2-isopropyl-acetate.

Workup

  1. filtrationwas then filtered
  2. customto remove insolubles
  3. customThe filtrate was evaporated to dryness under reduced pressure
  4. customthe residue was chromatographed over silica gel
  5. washElution with a 95-5 cyclohexane-acetone mixture

Sources & evidence

ORD record
ord-c66f083d47984ddd9ac1ee8bcf23f5e8
Source dataset
uspto-grants-1981_07
Patent number
US04277617

Linked notes

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