Process for the preparation of (arylethyl)-hydroquinones and die

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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C07C 3914

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active

056081200

ABSTRACT:
Disclosed is a process for the preparation of 2-(1-arylethyl)hydroquinones by the reaction of a hydroquinone compound with an arylvinyl compound in the presence of a phosphoric acid alkylation catalyst in a two-phase liquid reaction medium comprising water and a water-immiscible organic solvent. Formation of the corresponding bis-(1-arylethyl)hydroquinone is minimized resulting in excellent selectivity to the mono-(1-arylethyl)hydroquinone compound.

REFERENCES:
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patent: 4661645 (1987-04-01), Lee et al.
patent: 5043483 (1991-08-01), Sogli et al.
Hackh's Chemical Dictionary, p. 648 (entry concerning sulfuric acid) (4th edition 1969).
Kirk-Othmer Encyclopedia of Chemical Technology, vol. 22, pp. 192-197 (part of entry concerning sulfuric acid) (3rd edition 1983).
Buu-Hoi et al., "Condensation of Phenols and Naphthols with Styrene," J. Org. Chem., vol. 17, pp. 243-248 (1952).
Weygard et al., Preparative Organic Chemistry, John Wiley & Sons, New York, p. 374 (1972).
Hackh's Chemical Dictionary, p. 515 (entry concerning phosphoric acid) (4th edition 1969).
The Merck Index, pp. 7315 and 7323 (11th edition 1989).
Weygand et al, Preparation Organic Chemistry John Wiley & Sons, N.Y., 1972, p. 374.

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