HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 440535Erstellt: 25. Oktober 2026
Water → 1-[4-(Trifluoromethoxy)phenyl]cyclobutanecarbonitrile
https://huagongshe.com/reaction/440535
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 1,3-Dibromopropane | HCID 8001 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 4-(Trifluoromethoxy)phenylacetonitrile | HCID 142676 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-[4-(Trifluoromethoxy)phenyl]cyclobutanecarbonitrile | HCID 21902077 | 66,4% |
Reaktionsschritte
A solution of 4-trifluoromethoxyphenylacetonitrile (38.9 g) and 1,3-dibromopropane (39.1 g) in tetrahydrofuran (50 ml) was added under argon to a stirred solution of 50% sodium hydride (19.2 g) in tetrahydrofuran (200 ml) and dimethylformamide (25 ml) at 25°-30° C. over 1 hour. The mixture was stirred at 20° C. for 1.5 hours, then at 30°-40° C. for 1 hour, then cooled and water added. The mixture was filtered and washed with ether. The organic layer was washed with water, dried over magnesium sulphate and the solvent removed by evaporation. The residue was distilled (b.p. 111°-117° C./10 mbar) to give 1-(4-trifluoromethoxyphenyl)cyclobutanecarbonitrile (30.98 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05519034 |
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| Quelldatensatz | uspto-grants-1996_05 |
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| ORD ID | ord-a510089955fd40b6a812525fcbad9149 |
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| Quellennotiz | uspto-grants-1996_05 |
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