Preparation of 4-carboalkoxy-1,3-cyclohexanedione type compounds

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

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544283, 544335, 544336, 544353, 546147, 546174, 546342, 548180, 548204, 548217, 548236, 549 32, 549 79, 549471, 549501, 560 18, 560118, 560126, C07C 67347

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049451782

ABSTRACT:
Acetoacetic esters of the formula R--OOCCH.sub.2 COCH.sub.3 are reacted with an unsaturated ester of the formula R.sup.1 R.sup.2 C.dbd.CHCOOR.sup.3 in the presence of basic catalyst such as ethanolic sodium ethoxide to give compound I of the formula ##STR1## and the alcohol by-product HOR.sup.3. By known hydrolysis and decarboxylation procedures, compound I is convertible to compound II of the formula ##STR2## In the above formulas, R is alkyl, R.sup.1 and R.sup.2 are each selected independently from H, alkyl, alkylthioalkyl, cycloalkyl, alkyl substituted cycloalkyl, aryl, substituted aryl, heterocyclic, or substituted heterocyclic, and R.sup.3 is alkyl or cycloalkyl. These compounds I and II are intermediates in the preparation of known herbicides.

REFERENCES:
patent: 3737442 (1973-06-01), Baum
patent: 3758549 (1973-09-01), Dexter
patent: 3865884 (1975-02-01), Agusto
patent: 3997590 (1976-12-01), Lester

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