Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 3-Phenoxybenzaldehyde | HCID 38284 | — |
| Reactant | Permethric chloride | HCID 94551 | — |
| Reactant | Diazabicyclo[2.2.2]octane dihydrochloride | HCID 20545503 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | Cypermethrin | HCID 2912 | — |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04254052 |
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| Source dataset | uspto-grants-1981_03 |
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| ORD ID | ord-2fdcce287ba14223a898d4a1984bbc07 |
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| Source note | uspto-grants-1981_03 |
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