Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Dabco | HCID 9237 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Phenoxybenzaldehyde | HCID 38284 | — |
| Reactant | Permethric chloride | HCID 94551 | — |
| Solvent | Octane | HCID 356 | — |
| Solvent | Water | HCID 962 | — |
| Product | Cypermethrin | HCID 2912 | — |
Reaction Steps
Under a dry nitrogen atmosphere a mixture of sodium cyanide (5.9 g, 0.12 mole) and 1,4-diazabicyclo[2.2.2]octane (0.22 g, 0.002 mole) in 10 grams of water was stirred at room temperature. During a one hour period a solution of 3-phenoxybenzaldehyde (20.6 g, 0.1 mole) and 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride (24.1 g, 0.105 mole) in 120 ml of n-octane was added to the reaction mixture. After complete addition, the reaction mixture was stirred for one hour. An aqueous solution containing 20% sodium carbonate was added to the reaction mixture and the total warmed to 60°. The organic phase was separated and washed with water, dried over anhydrous magnesium sulfate and filtered. The solvent was removed from the filtrate under reduced pressure to yield 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 | US04254050 |
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| Source dataset | uspto-grants-1981_03 |
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| ORD ID | ord-fab8bb1b7fce43c286e81b3e6d89c856 |
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| Source note | uspto-grants-1981_03 |
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