ortho-DIQUATERNARY AROMATIC COMPOUNDS: I. THE SYNTHESIS OF ortho-DITERTIARYBUTYLBENZENE. SOME REACTIONS OF SIDE CHAIN SUBSTITUTED …

LRC Barclay, CE Milligan…

Index: Barclay,L.R.C. et al. Canadian Journal of Chemistry, 1962 , vol. 40, p. 1664 - 1671

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Citation Number: 16

Abstract

1, 1, 4, 4-Tetramethyltetralone (I) was converted by oxidative procedures into o-phenylene- diisobutyric acid (III). Hydride reduction of the dimethyl ester of III yielded β, β'-dihydroxy-o-di- t-butylbenzene (IV). The ditosylate of IV was converted by hydride reduction into o-di-t- butylbenzene (VI)(44%) together with rearrangement products. Ultraviolet spectral evidence indicated a slight distortion of the benzene ring in VI and its various side chain derivatives. ...