Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | cis-3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropylcarbonyl chloride | HCID 12617358 | — |
| Reactant | HCID 15592688 | HCID 15592688 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 88657308 | HCID 88657308 | 74.6% |
Reaction Steps
To a solution of 2.04 g (7.6 mmol) of the 6-phenoxy-α-(trifluoromethyl)-2-pyridinemethanol of Step C and 1.72 g (7.6 mmol) of cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride in 30 ml of dry tetrahydrofuran was added 2.0 ml (14.2 mmol) of triethylamine. The reaction was stirred for 72 hours. The precipitated triethylamine hydrochloride was then filtered off and the filtrate was concentrated under vacuum. The residue was chromatographed through silica gel and then distilled bulb to bulb (bp 155° C., 0.2 mm) to afford 2.61 g (74%) of the title compound as a clear, colorless oil, which was obtained as a mixture of diastereomers as indicated by the 1H NMR spectrum: 1H NMR (CDCl3) δ 1.14, 1.24, 1.26, 1.29 (4×s, 6H), 2.0-2.2 (m, 2H), 6.0-6.2 (m, 2H), 6.90 (d, 1H), 7.1-7.5 (m, 6H), 7.75 (t, 1H); IR (neat) 1742 cm-1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04694013 |
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| Source dataset | uspto-grants-1987_09 |
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| ORD ID | ord-4d59eb08c06f44e78d1103f7edd9293d |
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| Source note | uspto-grants-1987_09 |
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