Preparation of 5-vinylpyrrolidones

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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548543, C07D20726

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054969581

ABSTRACT:
A process for the preparation of a 5-vinylpyrrolidone of the formula ##STR1## wherein each of R.sup.1 and R.sup.2 is hydrogen or alkyl and R.sup.3 is preferably hydrogen but may further represent alkyl, cycloalkyl, aryl, alkylaryl, arylalkyl or a 5- to 6-membered aromatic or non-aromatic heterocyclic group containing 1 to 3 nitrogen atoms and/or an oxygen or sulfur atom, the process being carried out in two steps, first to react a 3-formylpropionic acid ester of the formula ##STR2## where each of R.sup.1 and R.sup.2 is hydrogen or C.sub.1 -C.sub.8 -alkyl, and R.sup.4 is hydrogen, alkyl, cycloalkyl, aryl, alkylaryl or arylalkyl, with a vinylymagnesium halide of the formula

REFERENCES:
patent: 3775431 (1973-11-01), Rodewald, Jr.
patent: 5286875 (1994-02-01), Fischer
Janowitz et al, Synlett, No. 1 (1989) pp. 24-25.
Zalinyan et al, " . . . Stereoselective synthesis of .nu.-lactones," Chem. Abstracts, vol. 75, No. 3, 20181m (1971).

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