Premium
Über die Reaktion von Propiolsäure und Propiolsäureester mit Cyclohexanon
Author(s) -
Grob C. A.,
Kaiser A.
Publication year - 1967
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.19670500619
Subject(s) - chemistry , cyclohexanone , potassium hydroxide , potassium , medicinal chemistry , acetic acid , condensation , organic chemistry , polymer chemistry , catalysis , physics , thermodynamics
Abstract In the presence of potassium t ‐butoxide or potassium hydroxide, propiolic acid adds two molecules of cyclohexanone to form the isomeric seq ‐ cis ‐ and seq ‐ trans ‐7, 14‐Dioxa‐dispiro[5.1.5.2]pentadec‐15‐yliden‐acetic acids IIa and IIIa, respectively. Methyl propiolate and cyclohexanone react analogously in the presence of potassium t ‐butoxide, yielding the corresponding esters. The structure of these condensation products follows from their physical properties and from degradation reactions to known compounds.