Exhaustive C-methylation of ketones by trimethylaluminium
- 1 January 1974
- journal article
- research article
- Published by CSIRO Publishing in Australian Journal of Chemistry
- Vol. 27 (8) , 1655-1663
- https://doi.org/10.1071/ch9741655
Abstract
Trimethylaluminium in hydrocarbon solvent at 100-200� gem-dimethylates various ketones (and some aldehydes) to alkanes. gem-Dimethylated alkanes prepared by this method include 1,l- dimethylindane, 2,2-dicyclopropylpropane, 2,2-di-p-tolylpropane, 1-t-butyl-2,5-dichlorobenzene, 1,l-dimethylcycloheptane, 9,9-dimethyifluorene, 2,3-bis(p-methoxyphenyl)-2-methylpentane, 2,3- bis(p-methoxyphenyl)-2,4-dimethylpentane and 3,3-dimethylcholestane. Xanthenone and N-methyl-acridone are gem-dimethylated particularly easily. Anthrone, however, gives 9-methylanthracene.Keywords
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