Process for preparing cis-alkoxy-substituted spirocyclic phenylacetylamino acid esters and cis-alkoxy-substituted spirocyclic 1H-pyrrolidine-2,4-dione derivatives

1. A compound of formula (IIb)

in which

X represents alkyl, halogen, alkoxy, haloalkyl or haloalkoxy,

Y represents hydrogen, alkyl, alkoxy, halogen, haloalkyl or haloalkoxy, where only one of the radicals X or Y may represent haloalkyl or haloalkoxy,

A represents C1-C6-alkyl,

R′ represents alkyl,

R″ represents alkyl,

M represents an alkali metal ion, an ion equivalent of an alkaline earth metal, an ion equivalent of aluminium or an ion equivalent of a transition metal or furthermore

represents an ammonium ion where optionally one, two, three or all four hydrogen atoms may be replaced by identical or different radicals from the groups C 1 -C 5 -alkyl, C 1 -C 5 -isoalkyl or C 3 -C 7 -cycloalkyl, each of which may be mono- or polysubstituted by fluorine, chlorine, bromine, cyano, hydroxy or interrupted by one or more oxygen or sulphur atoms, or furthermore

represents a cyclic secondary or tertiary aliphatic or heteroaliphatic ammonium ion, for example morpholinium, thiomorpholinium, piperidinium, pyrrolidinium, or in each case protonated 1,4-diazabicyclo[2.2.2]octane (DABCO) or 1,5-diazabicyclo[4.3.0]undec-7-ene (DBU), or furthermore

represents a heterocyclic ammonium cation, for example in each case protonated pyridine, 2-methylpyridine, 3-methylpyridine, 4-methylpyridine, 2,4-dimethylpyridine, 2,5-di-methylpyridine, 2,6-dimethylpyridine, 5-ethyl-2-methylpyridine, pyrrole, imidazole, quinoline, quinoxaline, 1,2-dimethylimidazole, 1,3-dimethylimidazolium methyl sulphate, or furthermore

represents a sulphonium ion, or furthermore

represents a magnesium halide cation,

n represents the number 1 or 2.

2. A compound of formula (IV)

in which

X represents alkyl, halogen, alkoxy, haloalkyl or haloalkoxy,

Y represents hydrogen, alkyl, alkoxy, halogen, haloalkyl or haloalkoxy, where only one of the radicals X or Y may represent haloalkyl or haloalkoxy,

A represents C1-C6-alkyl,

R′ represents alkyl.

3. A process for preparing compounds of the formula (X)

in which

X represents alkyl, halogen, alkoxy, haloalkyl or haloalkoxy,

Y represents hydrogen, alkyl, alkoxy, halogen, haloalkyl or haloalkoxy, where only one of the radicals X or Y may represent haloalkyl or haloalkoxy,

A represents C 1 -C 6 -alkyl,

R′ represents alkyl,

R″ represents alkyl,

M represents an alkali metal ion, an ion equivalent of an alkaline earth metal, an ion equivalent of aluminium or an ion equivalent of a transition metal or furthermore represents an ammonium ion where optionally one, two, three or all four hydrogen atoms may be replaced by identical or different radicals from the groups C 1 -C 5 -alkyl, C 1 -C 5 -isoalkyl or C 3 -C 7 -cycloalkyl, each of which may be mono- or poly substituted by fluorine, chlorine, bromine, cyano, hydroxy or interrupted by one or more oxygen or sulphur atoms, or furthermore

represents a cyclic secondary or tertiary aliphatic or heteroaliphatic ammonium ion, for example morpholinium, thiomorpholinium, piperidinium, pyrrolidinium, or in each case protonated 1,4-diazabicyclo[2.2.2]octane (DABCO) or 1,5-diazabicyclo[4.3.0]undec-7-ene (DBU), or furthermore

represents a heterocyclic ammonium cation, for example in each case protonated pyridine, 2-methylpyridine, 3-methylpyridine, 4-methylpyridine, 2,4-dimethylpyridine, 2,5-di-methylpyridine, 2,6-dimethylpyridine, 5-ethyl-2-methylpyridine, pyrrole, imidazole, quinoline, quinoxaline, 1,2-dimethylimidazole, 1,3-dimethylimidazolium methyl sulphate, or furthermore

represents a sulphonium ion, or furthermore

represents a magnesium halide cation,

n represents the number 1 or 2,

wherein, in a one-pot reaction,

a compound of formula (IIa)

is converted in the presence of a base

into a compound of formula (IIb)

and reacted with a compound of formula (III)

in which Hal represents halogen,

in the presence of a strong base

ZLR″  (XI)

where

Z represents an alkali metal ion,

L represents oxygen or sulfur,

R″ has the meanings given above.

4. The process according to claim 3 , where the base and strong base used is sodium methoxide.

5. A compound of formula (I″)

in which

X represents alkyl, halogen, alkoxy, haloalkyl or haloalkoxy,

Y represents hydrogen, alkyl, alkoxy, halogen, haloalkyl or haloalkoxy, where only one of the radicals X or Y may represent haloalkyl or haloalkoxy,

Z represents an alkali metal ion,

A represents C 1 -C 6 -alkyl,

R″ represents alkyl.