Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Pyridine | HCID 1049 | — |
| Edukt | (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chloride | HCID 26620 | — |
| Edukt | 4-Methoxymethyl-2,3,5,6-tetrafluorobenzyl alcohol | HCID 11172116 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Dimefluthrin | HCID 213011 | 84% |
Reaktionsschritte
0.90 Gram of 3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid chloride {containing the stereoisomers in a ratio of (1R)-trans form: (1R)-cis form: (1S)-trans form: (1S)-cis form=93.9:2.5:3.5:0.1} was added to a mixture of 1.0 g of 4-methoxymethyl-2,3,5,6-tetrafluorobenzyl alcohol, 0.42 g of pyridine and 10 ml of tetrahydrofuran under ice-cooling. The resulting mixture was heated to room temperature and stirred at room temperature for 8 hours. The reaction mixture was poured into about 50 ml of ice water and extracted twice with 80 ml of ethyl acetate. The combined ethyl acetate layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resultant residue was subjected to silica gel column chromatography to obtain 1.40 g (yield: 84%) of 4-methoxymethyl-2,3,5,6-tetrafluorobenzyl 3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarboxylate (hereinafter referred to as the present compound 1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06294576B1 |
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| Quelldatensatz | uspto-grants-2001_09 |
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| ORD ID | ord-2a2c1e3a435d4b488f3fcfa15ab52811 |
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| Quellennotiz | uspto-grants-2001_09 |
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