Process for preparing 1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydron

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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active

048779121

ABSTRACT:
A process is disclosed for the production of 1,1,3,4,4,6-Hexamethyl-1,2,3,4-Tetrahydronaphthalene comprising reacting para-cymene with an olefinic compound selected from the group consisting of 2,3-dimethyl-1-butene and neohexene, in the presence of a reagent of the formula ##STR1## and further in the presence of an aluminum halide and I.sub.2, wherein in the above formula, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6, independently, are H or a C.sub.1 -C.sub.3 straight chain, or branched alkyl, provided that no more than one of R.sup.1, R.sup.2 and R.sup.3 are H, and no more than one of R.sup.4, R.sup.5 and R.sup.6 are H.
The subject process produces the desired compound in a surprisingly high yield, with a surprisingly high selectivity, and at a relatively high rate of reaction, using better, more convenient and/or less expensive process methodology than many processes known heretofore. Using the subject process, one is able to efficiently and effectively produce HMT, a compound of extreme importance to the fragrance industry.

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