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Auf das Zentralnervensystem wirkende Substanzen XXV. Reaktionen der α‐substituierten β‐Lactone II. Eine neue allgemeine Synthese α‐substituierter Propionsäuren und deren Derivate
Author(s) -
Nicolaus Bruno J. R.,
Mariani Luigi,
Testa Emilio
Publication year - 1961
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19610440427
Subject(s) - chemistry , formic acid , zinc , medicinal chemistry , hydrobromic acid , stereochemistry , organic chemistry
Hydrochloric acid and hydrobromic acid react with α‐mono‐ and α, α‐disubstituted β‐lactones under ring cleavage leading unequivocally to the corresponding α‐mono‐ or α, α‐disubstituted β‐halogenopropionic acids. These products are interesting starting materials for the preparation of new compounds and can be reduced by zinc and formic acid to the corresponding propionic acids. The described synthesis is a general one and may be carried out with good yields. Moreover it has been observed that the new α, α‐disubstituted β‐halogenopropionic acids can be reconverted to the β‐propiolactones by the action of alkalies or by zinc in neutral or slightly acidic medium.