Australian Journal of Chemistry

Exhaustive C-methylation of carboxylic acids by trimethylaluminium: A new route to t-butyl compounds

A Meisters, T Mole

Index: Meisters,A.; Mole,T. Australian Journal of Chemistry, 1974 , vol. 27, p. 1665 - 1672

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Citation Number: 26

Abstract

Abstract Carboxylic acids are exhaustively C-methylated to t-butyl compounds by excess trimethylaluminium at c. 120º. Benzoic acid for example, gives t-butylbenzene. Similarly methylated are o-fluoro-, o-bromo-, and m-chloro-benzoic acids, 5-chloro-3-phenylsalicylic acid, 1-naphthoic acid, palmitic, oleic and undec-10-enoic acids. Adamantane-1-carboxylic acid gives mostly l-isopropenyladaman-tane, along with some 1-t-butyladamantane. ...

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