Catalytic alkenylbenzene cyclization

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

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585410, C07C 500

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050345613

ABSTRACT:
A method is provided for cyclizing an alkenylbenzene to a dialkyltetrahydronaphthalene (dialkyltetralin) in the presence of a solid cyclization catalyst constituted by a relatively low acidity, ultrastable, hydrogen form of crystalline aluminosilicate zeolite Y having a sodium oxide-to-alumina bulk molar ratio in the range of about 0.001 to about less than 1, a unit cell size no greater than about 24.3 Angstroms, and a sodium content of no more than about 0.4 percent by weight, calculated as elemental sodium and based on the weight of the zeolite. This catalyst provides more activity, more stability, higher product purity, and higher product yields than known prior art zeolite cyclization catalysts notwithstanding its relatively lower acidity. A preferred alkenylbenzene is 5-(o-tolyl)-pent-2-ene which is converted in relatively high yields and relatively high selectivities to 1,5 dimethyltetrahydronaphthalene.

REFERENCES:
patent: 3997616 (1976-12-01), Tokashiki et al.

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