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US 12,006,327 B2Granted
Process for preparing substituted cyclohexane amino acid esters and spiroketal-substituted cyclic keto-enols
AssigneeBayer Aktiengesellschaft
InventorsThomas Himmler, Peter Bruechner, Werner Lindner, Julia Johanna Hahn, Wahed Ahmed Moradi, Reiner Fischer, Michael Dockner
Life of this patent
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Abstract
The present invention relates to a novel process for preparing substituted cyclohexane amino acid esters and spiroketal-substituted cyclic keto-enols, and to novel intermediates or starting compounds that are passed through or used in the process according to the invention.
Claims7
A process for preparing one or more compounds of formula (XI), comprising converting one or more compounds of formula (III) by reaction with one or more compounds of formula (XV)
- R7—OH (XV)
- and thionyl chloride to give one or more mixtures of one or more hydrochlorides of one or more compounds of formulae (IV′), (V′) and (VI′), said one or more hydrochlorides are converted by one or more bases to one or more free compounds of formulae (IV), (V′) and (VI′), then said one or more free compounds are acylated in the presence of a base with one or more compounds of formula (VII) to obtain one or more mixtures of one or more compounds of formulae (VIII′), (IX′) and (X′), then said one or more compounds of formulae (VIII′), (IX′) and (X′) are reacted in the presence of an acid with one or more compounds of formula (XIV)
- HO—(CR1R2)n—CR3R4—CR5R6—OH (XIV)
- to give one or more compounds of formula (XVI)
- and said one or more compounds of formula (XVI) are then cyclized in a Dieckmann reaction by the action
- of a strong base to give one or more compounds of formula (XI):
- where
- R1 to R6 are independently hydrogen, methyl, ethyl or phenyl,
- R7 is optionally branched C2-C8-alkyl,
- R8 to R12 are independently hydrogen, methyl, ethyl, fluoroalkyl having one or 2 carbon atoms and one to five fluorine atoms, halogen, methoxy, ethoxy, trifluoromethoxy or optionally methyl-, ethyl-, methoxy-, ethoxy- or halogen-substituted phenyl,
- R13 is optionally branched C2-C8-alkyl or —(CR1R2)n—CR3R4—CR5R6—OH, and
- n is 0 or 1.
9 more elements
Dependencies are inferred from the claim text.