Oxygen → 4-Cyanobenzoic acid

HRID 9748

Reaktionsgleichung

Reaktionsgleichung von HRID 9748
[C:1]1([CH3:9])[CH:6]=[CH:5][C:4]([C:7]#[N:8])=[CH:3][CH:2]=1.[OH:10]N1C(=O)N(O)C(=O)N(O)[C:12]1=[O:21].[O:22]=O>C([O-])(=O)C.[Co+2].C([O-])(=O)C.C(O)(=O)C>[C:7]([C:4]1[CH:5]=[CH:6][C:1]([C:12]([OH:21])=[O:22])=[CH:2][CH:3]=1)#[N:8].[C:7]([C:4]1[CH:5]=[CH:6][C:1]([CH:9]=[O:10])=[CH:2][CH:3]=1)#[N:8]

Komponenten

7

Edukt 3

HCID 977OxygenHCID 7724p-TolunitrileHCID 104197231,3,5-Trihydroxy-1,3,5-triazinane-2,4,6-trione

Produkt 2

HCID 120874-Cyanobenzoic acidHCID 660424-Cyanobenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6277Cobalt diacetateKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 0.351 g of p-tolunitrile, 0.005 g of hexahydro-1,3,5-trihydroxy-1,3,5-triazine-2,4,6-trione (1% by mole relative to p-tolunitrile), 5 g of acetic acid and 0.004 g of cobalt(II) acetate.4H2O was stirred at 100° C. in an atmosphere of oxygene gas (1 atm=0.1 MPa) for 14 hours. The resulting product in the reaction mixture was analyzed by gas chromatography and was found to yield 4-cyanobenzoic acid and 4-cyanobenzaldehyde in 74% and 1% yields, respectively, at 81% conversion of p-tolunitrile.

Quellen und Nachweise

ORD-Eintrag
ord-e7c80ab99e7d4d96b58b64aefcd0955f
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091342B2

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