Reaktion #9843

ord-26efa417911843ab8037566abfc3abeb

Reaktionsgleichung

CC(=O)Oc1cccc(C)c1
m-tolyl acetate
O=c1n(O)c(=O)n(O)c(=O)n1O
hexahydro-1,3,5-trihydroxy-1,3,5-triazine-2,4,6-trione
CC(C)(C#N)N=NC(C)(C)C#N
2,2′-azobisisobutyronitrile
O=O
oxygene
→
CC(=O)Oc1cccc(C(=O)O)c1
3-acetoxybenzoic acid
CC(=O)Oc1cccc(C)c1
m-tolyl acetate

Edukte

CC(=O)Oc1cccc(C)c1
m-tolyl acetate
O=c1n(O)c(=O)n(O)c(=O)n1O
hexahydro-1,3,5-trihydroxy-1,3,5-triazine-2,4,6-trione
CC(C)(C#N)N=NC(C)(C)C#N
2,2′-azobisisobutyronitrile
O=O
oxygene

Reagenzien

CC(=O)[O-].CC(=O)[O-].[Co+2]
cobalt(II) acetate

Lösungsmittel

CC(=O)O
acetic acid

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

A mixture of 0.300 g of m-tolyl acetate, 0.018 g of hexahydro-1,3,5-trihydroxy-1,3,5-triazine-2,4,6-trione (5% by mole relative to m-tolyl acetate), 5 g of acetic acid, 0.003 g of cobalt(II) acetate.4H2O and 0.003 g of 2,2′-azobisisobutyronitrile 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 3-acetoxybenzoic acid in 75% yield at 78% conversion of m-tolyl acetate.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091342B2uspto-grants-2006_08