Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ammonia | HCID 222 | — |
| Edukt | 4-Methylmorpholine | HCID 7972 | — |
| Edukt | 2-Cyclohexen-1-one, 2,5,6-trimethyl- | HCID 89264 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Katalysator | Zinc | HCID 23994 | — |
| Produkt | 2,3,6-Trimethylcyclohexan-1-one | HCID 142583 | — |
| Produkt | 2,3,6-Trimethylaniline | HCID 11958947 | — |
Reaktionsschritte
In a stirred autoclave having a useful capacity of 300 parts by volume, a solution of 35 parts of 2,3,6-trimethylcyclohex-5-en-1-one in 35 parts of N-methylmorpholine, 34 parts of ammonia and 5 parts of a finely divided catalyst, containing 0.5% by weight of Pd and 0.1% by weight of Zn on Al2O3, are kept for 10 hours at 230° C. and the autogenous pressure (about 150 bar). The mixture is then allowed to cool, filtered and purified by distillation. 18.2 parts of 2,3,6-trimethylaniline and 15.3 parts of 2,3,6-trimethylcyclohexan-1-one are obtained, the latter presumably through partial hydrogenation of the 2,3,6-trimethylcyclohex-5-en-1-one starting material with the hydrogen formed during the reaction. Since 2,3,6-trimethylcyclohexan-1-one can in turn be converted to the desired 2,3,6-trimethylaniline, for example as described in Example 1 or 2, the selectivity of the reaction is 96%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04355180 |
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| Quelldatensatz | uspto-grants-1982_10 |
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| ORD ID | ord-7a776762b5914e1cb244a050d0a88372 |
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| Quellennotiz | uspto-grants-1982_10 |
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