The friedel-crafts condensation of the lactone of 4-methyl-2-hydroxycyclohexane acetic acid with aromatic hydrocarbons-I: VBenzene and toluene

DN Chatterjee, SP Bhattacharjee

Index: Chatterjee,D.N.; Bhattacharjee,S.P. Tetrahedron, 1971 , vol. 27, p. 4153 - 4162

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Abstract

The cationic nuclear alkylation of benzene with the lactone (I) has been found to give a stereoisomeric mixture containing 4-methyl-2-phenylcyclohexyl acetic acid (II) and 4-methyl- 3-phenylcyclohexyl acetic acid (III). The former has been cyclized, reduced and dehydrogenated to 3-methyl phenanthrene. A similar condensation between the lactone (I) and toluene afforded a mixture of 4-methyl-2-o-tolyl-, 4-methyl-2-p-tolyl-and 4-methyl-3-p- ...