HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 557618Erstellt: 24. Oktober 2026
1,2-Dibromoethane → 1-(Biphenyl-4-YL)-cyclopropanecarbonitrile
https://huagongshe.com/de/reaction/557618
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1,2-Dibromoethane | HCID 7839 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Potassium Hydroxide | HCID 14797 | — |
| Edukt | 4-Biphenylacetonitrile | HCID 35856 | — |
| Katalysator | Tetrabutylammonium Bromide | HCID 74236 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 1-(Biphenyl-4-YL)-cyclopropanecarbonitrile | HCID 66660528 | 99,4% |
Reaktionsschritte
4-phenyl-phenylacetonitrile (VWR scientific, 55.7 g, 289 mmol) was added to a solution of KOH (161.6 g, 2890 mmol) in water (170 mL) and toluene (550 mL) at room temperature. Tetrabutyl ammonium bromide (9.2 g, 29 mmol) followed by 1,2 dibromoethane (64.9 g, 347 mmol) were added and the solution was heated to 65° C. overnight. Reaction complete by TLC (10% EtOAc/hex). The organic layer was extracted 2 times with dilute hydrochloric acid, dried and evaporated to yield 63 g of 1-(biphenyl-4-yl)cyclopropanecarbonitrile.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08058300B2 |
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| Quelldatensatz | uspto-grants-2011_11 |
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| ORD ID | ord-0b724cd5e16b465b81f0a7b601e04b9c |
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| Quellennotiz | uspto-grants-2011_11 |
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