HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 70251Erstellt: 24. Oktober 2026
Potassium Carbonate → 3-(3-Bromo-4-methylphenyl)-1-[3-(trifluoromethyl)phenyl]-1h-pyrazole
https://huagongshe.com/de/reaction/70251
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Benzene, 1-iodo-3-(trifluoromethyl)- | HCID 67868 | — |
| Edukt | HCID 178423828 | HCID 178423828 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Katalysator | 1,2-Diaminocyclohexane, trans- | HCID 43806 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 3-(3-Bromo-4-methylphenyl)-1-[3-(trifluoromethyl)phenyl]-1h-pyrazole | HCID 66789764 | — |
Reaktionsschritte
To a stirred solution of 3-(3-bromo-4-methylphenyl)-1H-pyrazole (i.e. the product of Step B) (5.0 g, 21.09 mmol) in p-dioxane (19 mL) under a nitrogen atmosphere was added 3-iodobenzotrifluoride (5.75 g, 21.11 mmol), copper(I) iodide (0.05 g, 0.262 mmol), trans-1,2-diaminocyclohexane (253.5 μL, 2.10 mmol) and potassium carbonate (6.1 g, 44.14 mmol). The reaction mixture was heated at 100° C. overnight, cooled to room temperature and diluted with water and ethyl acetate. The resulting mixture was separated, and the aqueous layer was extracted with ethyl acetate (3×). The combined organic layers were washed with hydrochloric acid (1N), saturated aqueous sodium chloride, dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide a solid (9 g). Hexanes were added to the solid, and the mixture was filtered to obtain the title compound as a solid (6.4 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08822521B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-7ffe904866334572985715c6e26116d9 |
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| Quellennotiz | uspto-grants-2014_09 |
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