Syntheses of 4- and 5-chloro-cis-1,3-dimethylindanes

Muhammad C. Ashraf, W. Roy Jackson, Douglas Rash

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Reaction of chlorobenzene with crotonic acid under Friedel-Crafts conditions gives an unexpectedly high proportion of 4-chloro-3-methylindan-1-one together with the expected 6-chloro-3-methylindan-1-one. Hydrogenolysis of the tertiary alcohols which result from addition of methylmagnesium iodide to these compounds gives predominantly cis-4- and -5-chloro-1,3-dimethylindanes with only small amounts of the trans-isomers.

Original languageEnglish
Pages (from-to)197-200
Number of pages4
JournalAustralian Journal of Chemistry
Issue number1
Publication statusPublished - 1 Jan 1975

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