Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof
Reexamination Certificate
2006-12-26
2006-12-26
Killos, Paul J. (Department: 1625)
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acids and salts thereof
Reexamination Certificate
active
07153999
ABSTRACT:
In the method of the present invention, a dimethylolcarboxylic acid is produced by reacting a trimethylolalkane and formaldehyde to prepare a cyclic formal having a formal protecting group, followed by the oxidation of the cyclic formal by using nitric acid as an oxidizing agent to prepare a cyclic carboxylic acid which is then subjected to cleavage to remove the formal protecting group. The formal protecting group protects two of the methylol groups against the oxidation to enable the production of the dimethylolcarboxylic acid with a high selectivity.
REFERENCES:
Heinonen, et al., Synthesis of Achiral α,α-Disubstituted β-Alanines, and Their Use in Construction of Libraries of β-Peptide Conjugates of N-2-alkyl-1,2,3,4-Tetrahydroisoquinolines on a Solid Support, Department of Chemistry, University of Turku, FIN-20014 Turku, Finland, pp. 7613-7624.
Werle, et al., Synthese der Dimethylolessigsäure, Anwendungstechnik und Forschung Chemie der Degussa AG, ZN Wolfgang, Postfach 1345, D-6450 Hanau 1, pp. 944-946.
Green, et al.,Protective Groups In Organic Synthesis(2d Ed. 1991), pp. 119-120.
English abstract of JP 06-192169 (Jul. 12, 1994), AN 1994-260465 (Database WPI).
European Search Report for No. 02001387, completed Dec. 16, 2002.
Iwamoto Atsushi
Miyashita Soemu
Watanabe Masafumi
Watanabe Toshio
Antonelli Terry Stout & Kraus LLP
Killos Paul J.
Mitsubishi Gas Chemical Company Inc.
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