Process for the preparation of halogenated benzoic acids

Details Process for the preparation of halogenated benzoic acids Process for the preparation of halogenated benzoic acids

1993-11-29

1996-01-02

Richter, Johann

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

Organic compounds

Carboxylic acids and salts thereof

562419, 562420, 562421, 562429, 562430, 562438, 562474, 562493, C07C22952

Patent

active

054810329

ABSTRACT:
A process for the preparation of halogenated benzoic acids of formula (1): ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are hydrogen, fluorine, chlorine or bromine atoms or C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, nitro, cyano, trifluoromethyl, aidehyde, C.sub.1 -C.sub.4 -alkoxycarbonyl, -SO.sub.2 -C.sub.1 -C.sub.4 -alkyl, -SO.sub.2 -phenyl, -CONH.sub.2, -CON(C.sub.1 -C.sub.4 -alkyl).sub.2, hydroxy, carboxy, -NH.sub.2 or -N(C.sub.1 -C.sub.4 - alkyl).sub.2 groups, at least one of the substituents R.sub.1 -R.sub.5 being one of said halogen atoms, which comprises reacting 1 mol of a benzophenone, asymmetrically substituted on the benzene rings A and B, of general formula (2): ##STR2## in which R.sup.1 -R.sup.10 are as defined above for R.sub.1 -R.sub.5, with about 1 to about 10 mol of an oxidizing agent selected from the group comprising hydrogen peroxide, urea/hydrogen peroxide addition product, an alkali metal peroxide, ammonium, alkali metal or alkaline earth metal peroxodisulfates, pertungstates, perborates or percarbonates, ozone, alkyl- or aryl-percarboxylic acids, alkyl- or aryl-persulfonic acids or persulfuric acid, at temperatures from about -20.degree. to about +100.degree. C.

REFERENCES:
Chambers et al., Tetrahedron Letters No. 32, pp. 2741-2742, 1970.
Smissman et al., Journal of Organic Chemistry, 33, pp. 4231-4236 (1968).
Journal of the American Chemical Society, Bd. 72, Nr. 12, Jan. 2, 1951, Washington, D.C.

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