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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 223606Erstellt: 24. Oktober 2026

Ammonia → 2,3,6-Trimethylcyclohexan-1-one

https://huagongshe.com/de/reaction/223606

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmoniaHCID 222—
Edukt4-MethylmorpholineHCID 7972—
Edukt2-Cyclohexen-1-one, 2,5,6-trimethyl-HCID 89264—
KatalysatorPalladiumHCID 23938—
KatalysatorZincHCID 23994—
Produkt2,3,6-Trimethylcyclohexan-1-oneHCID 142583—
Produkt2,3,6-TrimethylanilineHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04355180
Quelldatensatzuspto-grants-1982_10
ORD IDord-7a776762b5914e1cb244a050d0a88372
Quellennotizuspto-grants-1982_10