Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Boron trifluoride | HCID 6356 | — |
| Edukt | Acetyl chloride | HCID 6367 | — |
| Edukt | Nitrobenzene | HCID 7416 | — |
| Edukt | 2-Bromonaphthalene | HCID 11372 | — |
| Edukt | Tin tetrachloride | HCID 24287 | — |
| Edukt | Aluminum(III) Chloride | HCID 6451240 | — |
| Katalysator | Zincchloride | HCID 3007855 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Carbon Disulfide | HCID 6348 | — |
| Lösungsmittel | Nitromethane | HCID 6375 | — |
| Produkt | 1-(6-Bromonaphthalen-2-yl)ethanone | HCID 12433082 | — |
Reaktionsschritte
The compound of formula (II), 2-bromonaphthalene, is reacted with about 1 to 4 molar equivalents, preferably about 1.5 molar equivalents, of an acetyl halide, preferably acetyl chloride, in the presence of about 0.1 to 15 molar equivalents, preferably about 5 to 7 molar equivalents, of a Friedel-Crafts catalyst such as ferric chloride, zinc dichloride, tin tetrachloride, boron trifluoride or preferably aluminum trichloride, in a suitable solvent such as nitromethane, carbon disulphide, acetonitrile, methylene chloride or preferably nitrobenzene. The reaction is conducted at a temperature of about 25°-100° C., preferably about 50° C., for about 1-24 hours, preferably about 4 hours, giving the compound of formula (III), 2-bromo-6-acetylnaphthalene. When the reaction is substantially complete, the product of formula (III) is isolated by conventional means, for example crystallization.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04766127 |
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| Quelldatensatz | uspto-grants-1988_08 |
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| ORD ID | ord-be2ca39314434b6fa3c8999557133e1c |
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| Quellennotiz | uspto-grants-1988_08 |
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