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US 5,334,753 AGranted
Processes for preparing ortho-substituted benzoic acids
AssigneeRhone-Poulenc Agriculture Ltd.
InventorsBernard Bennetau, Paul A. Cain
Life of this patent
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Abstract
A novel process for the synthesis of ortho-substituted benzoic acid by lithiating an unprotected benzoic acid and a number of novel orth-substituted benzoic acids are described.
Claims12
A process for preparing ortho-substituted benzoic acids of formula (I):
- ##STR3## wherein:
- R.sup.1 is a group which may be introduced by electrophilic substitution of an aromatic lithio derivative;
- R.sup.2 is a fluorine, chlorine or bromine atom;
- R.sup.3 is a fluorine, chlorine, bromine or hydrogen atom or a group selected from R.sup.6, --OR.sup.6 and --SR.sup.6,
- R.sup.4 and R.sup.5 are independently hydrogen, fluorine, chlorine, bromine, or a straight- or branched-chain alkyl group having from one to six carbon atoms optionally substituted by one or more fluorine atoms;
- R.sup.6 is a straight- or branched-chain alkyl group having from one to six carbon atoms optionally substituted by one or more halogen atoms;
- with the proviso that when R.sup.4 is fluorine, chlorine or bromine and R.sup.5 is hydrogen, R.sup.2 and R.sup.4 represent the same group;
- which comprises the reaction of a compound of formula (II):
- ##STR4## wherein R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are as defined above, with a lithiating reagent, followed by the reaction of the ortho-lithiated compound thus obtained with an electrophilic reagent to introduce the group R.sup.1.
6 more elements
Dependencies are inferred from the claim text.