Process for preparing polyalkyl tetrahydronaphthalenes

Chemistry of hydrocarbon compounds – Aromatic compound synthesis – By ring formation from nonring moiety – e.g. – aromatization,...

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585410, 585452, 585459, C07C 1200, C07C 1264, C07C 264

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048779156

ABSTRACT:
A process is disclosed for the production of polyalkyl tetrahydronaphthalenes wherein a cyclialkylation reaction between an olefinic compound of the general formula ##STR1## wherein R.sup.4, R.sup.5, and R.sup.6 are substituents which do not interfere with a Friedel-Crafts-type reaction and R.sup.5 and R.sup.6 are other than H, and a substituted benzene compound is carried out in the presence of a hydride abstracting reagent, a Lewis acid, and, optionally, a phase transfer agent. In some embodiments, the subject process is specifically carried out in the absence of elemental iodine. The subject process produces the desired compounds in a surprisingly high yield, with a surprisingly high selectivity to the desired product, and at a relatively high rate of reaction, using better, more convenient or less expensive process methodology than many processes known heretofore.

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Boone et al., "The Acid-Catalyzed Alkylation and Cyclialkylation of the Cymenes with Isobutylene and Related Olefins", J. Org. Chem., vol. 36, No. 15, pp. 2042-2048 (1971).
Coscia et al., "The Synthesis of 2,2-Ditolylpropane from .alpha.,p-dimethylstyrene", J. Org. Chem., vol. 26, pp. 1398-1401 (1961).
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Kennedy, Carbocationic Polymerization, p. 221 (Wiley-Interscience Publishers, 1982).

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