Superacid catalyzed preparation of resorcinol from meta-isopropy

Details Superacid catalyzed preparation of resorcinol from meta-isopropy Superacid catalyzed preparation of resorcinol from meta-isopropy

1982-06-01

1983-12-27

Lone, Werren B.

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

568793, 568743, 568717, C07C 3906, C07C 3714

Patent

active

044232543

ABSTRACT:
Resorcinol is prepared by an improved process through superacid (such as perfluorinated alkanesulfonic superacids of one to eighteen carbon atoms or polymeric perfluorinated resinsulfonic acids, such as Nafion-H catalyzed cleavage-rearrangement reaction of meta-isopropylphenol hydroperoxide in the form of its protected ether or ester derivatives, including readily cleavable and reusable trimethylsilyl and trifluoromethanesulfonyl derivates. Part of the process is the preparation of needed meta-isopropylphenol in high purity free of other isomers by treating any mixture of isopropylphenol isomers in an excess of anhydrous hydrogen fluoride or a perfluorinated alkanesulfonic superacid of one to eighteen carbon atoms and a Lewis acid fluoride or by alkylating (transalkylating) phenol with a propyl alkylating agent in the presence of the aforementioned superacid systems.

REFERENCES:
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patent: 4339613 (1982-07-01), Olah
patent: 4339614 (1982-07-01), Olah
Olah et al., "J. Amer. Chem. Soc.", vol. 98: Apr. 8, 1976.
Olah, "Freidel-Crafts Chemistry", John Wiley & Sons, N.Y., (1973), pp. 367-371.
Olah et al., "Science, Reprint Series 5", Oct. 1979, vol. 206, pp. 13-20.

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