Regioselective preparation of .alpha.- or .beta.-naphthol

Details Regioselective preparation of .alpha.- or .beta.-naphthol Regioselective preparation of .alpha.- or .beta.-naphthol

1979-10-05

1983-12-06

Lone, Werren B.

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

Organic compounds

Oxygen containing

568803, C07C 3760

Patent

active

044195281

ABSTRACT:
A process for the selective preparation of .alpha.- or .beta.-naphthol, respectively, by acid (Lewis or Bronsted, or superacidic mixtures thereof) catalyzed hydroxylation of naphthalene with hydrogen peroxide. Conventional (non-superacidic) acid systems, such as hydrogen fluoride, pyridine-hydrogen fluoride complexes (i.e., pyridinium polyhydrogen fluoride), anhydrous aluminum chloride, and the like give .alpha.-naphthol regioselectivity in isomeric purity of 92 to 98+%. The use of superacidic systems, such as fluorosulfuric acid, fluorosulfuric acid-antimony pentafluoride, hydrogen fluoride-boron trifluoride, hydrogen fluoride-antimony pentafluoride, hydrogen fluoride, tantalum pentafluoride, and the like, result, on the other hand, in the formation of .beta.-naphthol in 92-98% isomeric purity.

REFERENCES:
patent: 3461170 (1970-08-01), Schmerling
patent: 3600447 (1971-08-01), Vesely
patent: 3816545 (1974-06-01), Bloch
Davies et al., "J. Chemical Soc." London (1961) p. 3116 +.
Kovacic et al., "J. Organic Chemistry" vol. 31 (1966) 2001 +.
Vesely et al., "J. Organic Chemistry" vol. 35 (1970) p. 4028 +.
Olah, "Friedel-Crafts Chemistry" Wiley & Sons, NY 1973, pp. 367-371.
Olah et al., "Science" Reprint Series Oct. 5, 1979 vol. 206, pp. 13-20.

Affiliated with

Also associated with

Rating

Regioselective preparation of .alpha.- or .beta.-naphthol does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Regioselective preparation of .alpha.- or .beta.-naphthol, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Regioselective preparation of .alpha.- or .beta.-naphthol will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2030797