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Eine Desaromatisierungsreaktion. Synthese von Spiro‐[5:5]‐undecadien‐(1,4)‐on‐(3). Vorläufige Mitteilung
Author(s) -
Dreiding André S.
Publication year - 1957
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.19570400628
Subject(s) - chemistry , yield (engineering) , alkylation , ring (chemistry) , intramolecular force , medicinal chemistry , potassium , salt (chemistry) , diene , stereochemistry , organic chemistry , catalysis , materials science , metallurgy , natural rubber
By heating a dilute solution of the potassium salt of 5‐(p‐hydroxyphenyl)‐1‐bromopentane (I) it is possible to obtain spiro‐[5:5]‐undeca‐1,4‐diene‐3‐one (II) in good yield. During this intramolecular alkylation a phenolic ring is changed into a cyclohexadienone. The term desaromatisation is applied to this reaction.