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NMR.‐Untersuchungen an einfachen Furenidonsystemen. Synthese des unsubstituierten Δ 2 ‐Furenidons‐(4) («β‐Hydroxyfuran»)
Author(s) -
Hofmann A.,
v. Philipsborn W.,
Eugster C. H.
Publication year - 1965
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.19650480613
Subject(s) - chemistry , tautomer , ketone , hydrolysis , lactone , stereochemistry , medicinal chemistry , organic chemistry
The parent compound of the Δ 2 ‐furenidones‐(4) (= «β‐hydroxyfurans») has been prepared by mild hydrolysis of β‐methoxyfuran. It is not a phenolic substance, but exists as the tautomeric α,β‐unsaturated ketone (or vinylogous lactone), as shown by UV.‐, IR.‐ and NMR.‐spectra. The synthesis of 3‐acetyl‐Δ 2 ‐furenidone‐(4) is described and the chemical and physical properties of this compound are compared with those of isomaltol.