Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | [3-(4-chlorophenoxy)phenyl]methanol | HCID 4281345 | — |
| Reactant | cis-3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropylcarbonyl chloride | HCID 12617358 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 86738931 | HCID 86738931 | 92.1% |
Reaction Steps
In 20 ml of dry benzene was dissolved 2.28 g of cis-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarbonyl chloride, followed by addition of 2.34 g of 3-(4-chlorophenoxy)benzyl alcohol and 1.58 g of pyridine. The mixture was stirred at room temperature overnight. Thereafter, the reaction mixture was washed with dilute hydrochloric acid and water, dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove a low-boiling fraction, whereby an oily product was obtained as a residue. This oil was purified by preparative liquid chromatography [column: Waters Associates' Prep LC/System 500, Prep PAK® 500/SILICA; solvent system: diisopropyl ether:n-hexane=6:94, v/v]. The above procedure yielded 3.91 g of 3-(4-chlorophenoxy)benzyl cis-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate (yield 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04389412 |
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| Source dataset | uspto-grants-1983_06 |
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| ORD ID | ord-20c9837e042b4a21babda9ac1b4dfca8 |
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| Source note | uspto-grants-1983_06 |
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