Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof
Reexamination Certificate
2000-06-01
2001-08-28
Killos, Paul J. (Department: 1623)
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acids and salts thereof
C560S106000, C560S113000, C568S320000, C568S431000, C568S815000
Reexamination Certificate
active
06281382
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a new catalyst and is used in the oxidizing of side-chains of alkylbenzenes.
2. Background of the Invention
The oxidation of some alkyl arenes is known to proceed by a radical mechanism. For example, the oxidation of Ar—CH
3
by Co(III), ~0.1 M, proceeds at 90-100° C. in oxygen (0.2-1 bar) by the following mechanism.
ArCH
3
+Co(III)
[ArCH
3
]
+
.+Co(II)
[ArCH
3
]
+
.→ArCH
2
.+H
+
ArCH
2
.+O
2
→ArCH
2
O
2
.
ArCH
2
O
2
.+Co(II)→ArCH
2
O
2
Co(III)
ArCH
2
O
2
Co(III)→ArCHO+HOCo(III)
Thus, this reaction mechanism predicts the formation of the aldehyde from the arene without the alcohol as the intermediate product. The aldehyde is converted to the acid by the auto-oxidation.
SUMMARY OF THE INVENTION
Briefly described, in a preferred form, the object of this invention is to oxide the side-chain of alkylbenzenes rather than oxidizing the phenyl carbons. The object of this invention has been achieved by the use of palladium phenanthroline acetate, or a palladium acetatc catalyst with a modified phenanthroline ligand as a catalyst. It is used in the presence of oxygen to oxidize the side-chain of alkylbenzenes.
These and other objects, features, and advantages of the present invention will become more apparent upon reading the following specification in conjunction with the accompanying drawing figures.
REFERENCES:
patent: 4786714 (1988-11-01), Drent
patent: 4788279 (1988-11-01), Drent
patent: 5981420 (1999-11-01), Nakano et al.
Iretski Alexei V.
White Mark G.
Deemie Robert W.
Deveau Todd
Georgia Tech Research Corp.
Killos Paul J.
Schneider Ryan A.
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