Process for preparing alkylidene substituted succinic acid...

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

Reexamination Certificate

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Reexamination Certificate

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06914153

ABSTRACT:
A process for the preparation of alkylidene substituted succinates comprising a step (a) in which is carried out the reaction of a carbonilic compound, a succinic and a base in a reaction medium and a step (b) in which the alkylidene substituted product obtained in (a) is esterified, characterized in that the succinic ester is used in a molar amount substantially equal to, or lower than, the amount of compound carbonilic compound, (ii) the base is used in a molar amount substantially equal to the succinic ester and is selected from metal hydrides and metal and alkoxides, and (iii) the reaction medium comprises an aprotic liquid medium or a protic liquid medium having a Ka, measured in water, lower than that of iPrOH.

REFERENCES:
patent: 800227 (1950-10-01), None
patent: 760355 (1997-03-01), None
C. G. Overberger et al., “The Preparation of2-Alkyl-1, 4-butanediols;”J. Am. Chem. Society; vol. 71 (3618-21) 1949.
G. H. Daub et al., “The Stobbe Condensation with Sodium Hydride;”J. Am. Chem. Society; vol. 72 (501-4) 1950.
B. Wojcik et al., “Alkylation of Acetoacetic, Malonic and Succinic Esters,”J. Am. Chem. Society; vol. 56 (2424-25) 1934.
N. R. Guirguis et al., “Synthesis of Enol Lactones of 3-Aroyl-2-(thienylmethylene)-propionic Acids and their Conversion into the Corresponding 4-Arylbenzo[b]thiophene-6-carboxylic Acids;”Liebigs Ann. Chem.; vol. 6 (1003-1011) 1986.
A. Basak et al., “Novel Regioselective Ester Hydrolysis by Pig-Liver Esterase;”Bull. Chem. Soc. of Japan; vol. 70 (2509-2513) 1997.
W. S. Johnson et al., “Organic Reactions;”The Stobbe Condensation; vol. VI, Chapter 1 (50-72) 1951; John Wiley & Sons Inc., NY.
H. Stobbe et al., “Die Dibenzalbernsteinsaure,”Ber., 37 (2240-2249) 1904 (German).
H. Stobbe, “Die Farbe der Fulgensauren und Fulgides,”Ber., 38 (3673-3682) 1905 (German).

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