Patent ID: 7145011

Claim:
A process for the production of a substituted 1,2,3,4-tetrahydroquinoline-2-carboxylic acid of the general formula I, in which R 1 and R 2 , identical or different, denote hydrogen, a halogen, a trifluoromethyl group, a linear or branched, saturated or unsaturated aliphatic C 1-6 residue optionally attached via oxygen or together form a C 3-5 chain with formation of a fused ring, R 3 and R 4 together form a saturated or unsaturated aliphatic C 3-5 chain with formation of a cycloaliphatic ring or R 3 denotes a linear or branched, saturated or unsaturated aliphatic C 1-6 residue, a cycloaliphatic C 3-6 residue, an aryl residue or a heteroaryl residue, wherein the aryl or heteroaryl residue may optionally be substituted with halogen, a linear or branched, saturated or unsaturated C 1-6 alkyl residue and/or a linear or branched, saturated or unsaturated C 1-6 alkoxy residue, and R 4 denotes a linear or branched, saturated or unsaturated aliphatic C 1-6 residue, an aryl or heteroaryl residue, wherein the above-stated residues may optionally be attached via a heteroatom and/or the aryl or heteroaryl residue may be substituted with halogen, a linear or branched, saturated or unsaturated C 1-6 alkyl residue, an aryl residue, a heteroaryl residue, a cyano group, an aldehyde group, a residue of the formula —C n F 2n+1 , in which n denotes an integer from 1–6, and/or a residue of the formula C(OR 5 ) 2 , —C(O)—NR 5 2 or —YR 5 and/or the aryl or heteroaryl residue not attached via a heteroatom may optionally be part of a polycyclic system, wherein R 5 denotes a linear or branched, saturated or saturated aliphatic C 1-6 residue, an aryl or heteroaryl residue and Y denotes a heteroatom or a bridge of the formula —C(O)—O— or —C(O)—S, by simultaneously reacting an optionally substituted aniline of the formula II, in which R 1 and R 2 have the above-stated meaning, glyoxylic acid or glyoxylic acid hydrate and an olefin of the formula III, in which R 3 and R 4 have the above-stated meaning, in a suitable solvent with microwave irradiation, preferably throughout the entire reaction time, wherein the olefin of the formula III and the glyoxylic acid or glyoxylic acid hydrate are introduced in excess.