Cyclohexane → Adipic Acid

HRID 890843

Reaktionsgleichung

Reaktionsgleichung von HRID 890843
[CH2:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C([O:19][C:20]([C:22]1[CH:23]=[C:24]2[C:29](=[O:30])N(O)[C:26](=[O:27])[C:25]2=[CH:32][CH:33]=1)=[O:21])CCCCCCCCCCC.[N+]([O-])=[O:35]>C([O-])(=O)C.[Mn+2].C([O-])(=O)C>[CH:1]1([OH:19])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:22]1(=[O:35])[CH2:23][CH2:24][CH2:25][CH2:32][CH2:33]1.[C:20]([OH:19])(=[O:21])[CH2:22][CH2:23][CH2:24][CH2:25][C:26]([OH:27])=[O:35].[C:20]([OH:19])(=[O:21])[CH2:22][CH2:23][CH2:24][C:29]([OH:30])=[O:35]

Komponenten

8

Edukt 3

HCID 8078CyclohexaneHCID 109157654-dodecyloxycarbonyl-N-hydroxyphthalimideHCID 178526396Nitrogen Dioxide

Produkt 4

HCID 196Adipic AcidHCID 743Glutaric AcidHCID 7966CyclohexanolHCID 7967Cyclohexanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 12525Manganous AcetateKatalysator

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 4 ml (37 mmol) of cyclohexane, 0.1 mmol of 4-dodecyloxycarbonyl-N-hydroxyphthalimide, 0.01 mmol of acetylacetonatocobalt(II), 0.001 mmol of manganese(II) acetate and 0.06 mmol of nitrogen dioxide was stirred at 80° C. in an atmosphere of air (10 atm=1 MPa) for 2 hours and thereby yielded 0.30 mmol of cyclohexyl alcohol, 0.65 mmol of cyclohexanone, 0.10 mmol of adipic acid and 0.09 mmol of glutaric acid. The total amount of the four products was 1.14 mmol, and the amount of K/A oil was 0.95 mmol.

Quellen und Nachweise

ORD-Eintrag
ord-088c231e604341168519ced288e0b34e
Quelldatensatz
uspto-grants-2006_02
Patentnummer
US06998491B2

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