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HRID 461753Erstellt: 24. Oktober 2026
Dichloroacetyl chloride → Cyclobutanone, 4-chloro-2,2,3,3-tetramethyl-
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Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dichloroacetyl chloride | HCID 6593 | — |
| Edukt | 2,3-Dimethyl-2-butene | HCID 11250 | — |
| Katalysator | Zinc | HCID 23994 | — |
| Lösungsmittel | Isobutyl ketone | HCID 7958 | — |
| Produkt | Cyclobutanone, 4-chloro-2,2,3,3-tetramethyl- | HCID 11105656 | — |
Reaktionsschritte
This process is described in U.S. Pat. No. 4,028,418 Gradual addition of dichloroacetyl chloride to a stirred solution of 2,3-dimethyl-2-butene in diisobutyl ketone containing suspended zinc particles resulted in a yield of 2-chloro-3,3,4,4- tetramethylcyclobutanone of 75%, calculated on starting dichloroacetyl chloride of 3.9, a molar ratio of dichloroacetyl chloride to 2,3-dimethyl-2-butene of 1.3, a temperature of 43° C, zinc in the form of turnings having a largest dimension of 0.841 mm and a starting concentration of 2,3-dimethyl-2-butene of 2.4 mol per liter of diisobutyl ketone. Modifying this experiment by reducing the molar ratio of zinc to dichloroacetyl chloride to 1.1 resulted in a decrease in yield to 51%, the theoretical yield still being 77.4% cf. Example VIII of U.S. Pat. No. 4,028,418.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04064174 |
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| Quelldatensatz | uspto-grants-1977_12 |
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| ORD ID | ord-35a7febe94054baca872a07bc17841a0 |
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| Quellennotiz | uspto-grants-1977_12 |
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