Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 3-Phenoxybenzaldehyde | HCID 38284 | — |
| Reactant | Permethric chloride | HCID 94551 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Cypermethrin | HCID 2912 | 95.5% |
Reaction Steps
To a stirred solution of sodium cyanide (2.40 g, 0.049 mole) in a 1:1 by volume mixture of water and tetrahydrofuran (50 ml) at 15° was added dropwise over 30 minutes a mixture of 3-phenoxybenzaldehyde (7.00 g, 0.035 mole) and 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride (10.00 g, 0.042 mole). Stirring was continued at 15° for an additional 2 hours, after which the reaction mixture was extracted thrice with methylene chloride (40 ml each). The combined organic layers were washed once with aqueous 2 N NaOH (50 ml), four times with waer (50 ml portions) to a final wash pH of about 6, then dried over MgSO4 and concentrated to give α-cyano-3-phenoxybenzyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate (13.9 g, 95.5% yield).
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-af624339540e4f59820ad1578d2b5e9b |
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| Source note | uspto-grants-1981_11 |
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