Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 3-Phenoxybenzaldehyde | HCID 38284 | — |
| Reactant | Permethric chloride | HCID 94551 | — |
| Reactant | Diglyme water | HCID 86618275 | — |
| Solvent | Diglyme | HCID 8150 | — |
| Product | Cypermethrin | HCID 2912 | 104.5% |
Reaction Steps
A reaction flask was cooled to 0° and charged with 20 ml of diethylene glycol dimethyl ether/water solution (1/1 by volume) and sodium cyanide (0.78 g, 0.016 mole). The resultant solution was stirred, and 3-phenoxybenzaldehyde (1.98 g, 0.01 mole) was added in 5 ml of diethylene glycol dimethyl ether. 3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride (2.73 g, 0.012 mole) was added dropwise to the stirred reaction mixture at 20° over a 10 minute period. Stirring was continued for 2 hours. The reaction mixture was then extracted three times with 15 ml portions of diethyl ether, once with 15 ml of water, once with a 2 N solution of aqueous sodium hydroxide, three times with water (15 ml), dried over magnesium sulfate, and concentrated under reduced pressure to afford α-cyano-3-phenoxybenzyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate (4.35 g, 90% pure glpc).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04299776 |
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| Source dataset | uspto-grants-1981_11 |
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| ORD ID | ord-4183b92e226142c29a0df73e19be9f27 |
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| Source note | uspto-grants-1981_11 |
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