Preparation of alpha-substituted upsilon-butyrolactones

Details Preparation of alpha-substituted upsilon-butyrolactones Preparation of alpha-substituted upsilon-butyrolactones

1987-05-08

1989-05-16

Raymond, Richard L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549326, 549321, 549324, C07D30714, C07D30712, C07D30706

Patent

active

048311669

ABSTRACT:
.gamma.-butyrolactones of the general formula I ##STR1## where R.sup.1 is hydrogen or alkyl of 1 to 4 carbon atoms which may be substituted by lower alkoxy or acyloxy and R.sup.2 is hydrogen or straight-chain or branched alkyl which is unsubstituted or substituted by a functional group or is aryl, are prepared by reacting an alkylene oxide of the general formula II ##STR2## with an acylacetate of the general formla III ##STR3## where R.sup.1 and R.sup.2 have the above meanings and R.sup.3 and R.sup.4 are each alkyl of 1 to 6 carbon atoms or aryl, and R.sup.4 may furthermore be hydrogen, in the presence of a catalyst at elevated temperatures, by a process in which the reaction is carried out in the presence of an alkali metal halide, of an ammonium halide, preferably a quaternary ammonium halide, of a phosphonium halide, of an alkali metal phosphate or of an alkali metal carbonate at from 20.degree. to 200.degree. C. and under from 1 to 50 bar.

REFERENCES:
patent: 3299100 (1967-01-01), Phillips
patent: 4276218 (1981-06-01), Lantzsch
Yufit et al, "Reactions of Carbonyl, etc" CA98 : 142689d (1983).
Fedorynski et al, "Esters and Nitriles, etc" CA92 : 41373s (1980).
Chelintsev et al, "The Condensation, etc" CA32 : 2099 (1937).
Adams et al, "Condensation of Acetoacetic, etc" JACS 72 (1980) 4368.
Russell et al, "The Malanic Ester, etc" JACS 69 (1947) 11.
Compt. Rend., 234 (1952) pp. 1293 and 1694.
Beilstein III/IV pp. 4229, 4244, and 4252.
Houben-Weyl, Methoden der organ. chm., p. 662.
Henkel-Referate 20 (1984) pp. 61-66.

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