Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | N,N-Dimethylbenzylamine | HCID 7681 | — |
| Edukt | Acrylonitrile | HCID 7855 | — |
| Edukt | 4-Bromobenzoyl chloride | HCID 68515 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | P-Xylene | HCID 7809 | — |
| Produkt | 4-Bromocinnamonitrile | HCID 53480 | 67,3% |
Reaktionsschritte
54.88 g (0.25 mol) of 4-bromobenzoyl chloride, 20.81 ml (0.31 mol) of acrylonitrile and 37.65 ml (0.25 mol) of N-benzyldimethylamine are added to 0.561 g (2.5 millimols) of palladium acetate in 500 ml of p-xylene. The mixture is stirred for 1.5 hours at 120° C. The crude product is distilled and recrystallised from cyclohexanone. 35 g (67% of theory) of 4-bromocinnamonitrile are obtained in the form of white flakes; melting point 105.7° C. Analysis for C9H4NBr: calculated C 51.96%, H 2.91%, N 6.73%, Br 38.40%; found C 51.93%, H 3.01%, N 6.69%, Br 38.35%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04335054 |
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| Quelldatensatz | uspto-grants-1982_06 |
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| ORD ID | ord-97bbf48433274827836567a26694ad0a |
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| Quellennotiz | uspto-grants-1982_06 |
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