Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Tert-Butyl nitrite | HCID 10906 | — |
| Edukt | 4-Bromo-2-iodoaniline | HCID 823934 | — |
| Katalysator | Cupric Chloride | HCID 24014 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 4-Bromo-1-chloro-2-iodobenzene | HCID 51000071 | 76% |
Reaktionsschritte
To a stirred suspension of copper (II) chloride (1.62 g, 12.0 mmol) and tert-butyl nitrite (15.0 mmol) in acetonitrile (40 ml), heated at 60° C., was added a solution of 4-bromo-2-iodo-phenylamine (2.98 g, 10.0 mmol) in acetonitrile (10 ml) dropwise over 50 minutes. After stirring at 60° C. for 1 hour, the mixture was poured into 20% hydrochloric acid (200 ml) and extracted with ether (2×30 ml). The crude product was purified by flash chromatography on silica gel eluting with hexane to provide 4-bromo-1-chloro-2-iodo-benzene (2.4 g, 76% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07419984B2 |
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| Quelldatensatz | uspto-grants-2008_09 |
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| ORD ID | ord-56d0793c4c3147fab76e56c4397753b3 |
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| Quellennotiz | uspto-grants-2008_09 |
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