Acetic Acid → Adipic Acid

HRID 1744005

Reaktionsgleichung

Reaktionsgleichung von HRID 1744005
[C:1]1(=[O:7])[CH2:6][CH2:5][CH2:4]CC1.[N+]([O-])(O)=O.[O:12]=O.[C:14]([OH:17])(=[O:16])[CH3:15]>[N+]([O-])([O-])=O.[Mn+2].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[Co+2].[N+]([O-])([O-])=O>[C:1]([OH:7])(=[O:12])[CH2:6][CH2:5][CH2:4][CH2:15][C:14]([OH:17])=[O:16]

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 944Nitric AcidHCID 977OxygenHCID 7967Cyclohexanone

Produkt 1

HCID 196Adipic Acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 25000Cobalt dinitrateKatalysatorHCID 61511Manganese nitrateKatalysator

Versuchsvorschrift

A solution containing 25 mmol of cyclohexanone, 0.5 mmol of manganese(II) nitrate, 0.5 mmol of cobalt(II) nitrate and 1.5 mmol of nitric acid in 25 ml of acetic acid was stirred for 5 h at 40° C. in an oxygen atmosphere under ambient pressure. Subsequently, the acetic acid was distilled off. The residue was found to consist mainly of adipic acid with some glutaric acid and a small amount of unreacted starting material. The conversion of cyclo-hexanone was found to be 97.5%, the selectivity of the oxidation to adipic acid being 93.4%.

Aufarbeitung

  1. distillationSubsequently, the acetic acid was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-ea8b88fa6ef14293914a9ca4eb3c2d0d
Quelldatensatz
uspto-grants-2006_03
Patentnummer
US07012155B2

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