The chemistry of cycloheptatriene: Part IV: Synthesis of tropone, 2??chlorotropone and tropolone

AP Ter Borg, R Van Helden…

Index: ter Borg,A.P. et al. Recueil des Travaux Chimiques des Pays-Bas, 1962 , vol. 81, p. 177 - 184

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Citation Number: 10

Abstract

Acid-catalysed decomposition of tropyl ether gives tropone and cyclohepta- triene in 83.5 and 90 % yields, respectively. Chlorination of tropone in carbon tetrachloride solution yields tropone dichlo- ride, which can be made to isomerize to the hydrochloride of 2-chlorotropone; 2-chlorotropone is obtained in a 83.5 % yield. Hydrolysis of the latter compound in refluxing 80% aqueous formic acid gives tropolone in 85 % yield. ... In part I11 1 a method has been described for the ...