Isomerisation method

Preparation of 1,4-trans substituted cyclohexane compound (I) comprises converting 1,4-cis-cyclohexane compounds in the presence of a strong acid and an additional carbocation forming compound. Preparation of 1,4-trans substituted cyclohexane compound of formula (I) comprises converting 1,4-cis-cycl...

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Hauptverfasser: MAILLARD, DAVID, WAECHTLER, ANDREAS, KRATTINGER, PHILIPP, KRIEGBAUM, MARKUS, SCHAEFER, RALF
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WAECHTLER, ANDREAS
KRATTINGER, PHILIPP
KRIEGBAUM, MARKUS
SCHAEFER, RALF
description Preparation of 1,4-trans substituted cyclohexane compound (I) comprises converting 1,4-cis-cyclohexane compounds in the presence of a strong acid and an additional carbocation forming compound. Preparation of 1,4-trans substituted cyclohexane compound of formula (I) comprises converting 1,4-cis-cyclohexane compounds in the presence of a strong acid and an additional carbocation forming compound. R 1>unsubstituted, linear up to 9C-alkyl or -CH(CH 3)CH 3; R 2>H, halo, up to 9C-alkyl, up to 9 C-perfluoroalkyl, up to 9C-perfluoroalkoxy or up to 9C-alkoxy (when s is greater than 0); m : 1 or 2; n, s : 0-2; p : 1-4; q : 0-4; A 1>trans-1,4-cyclohexylene; Z 1>-(CH 2) t; and t : 0-4. [Image]. Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung von trans-1,4-disubstituierten Cyclohexanverbindungen mit mindestens einem von Benzol abgeleiteten Rest in 1- oder 4-Stellung, das einen Isomerisierungsschritt umfasst, der einen oder mehrere cis-konfigurierte Cyclohenxanringe unter Verwendung einer starken Säure und in Gegenwart einer zusätzlichen Carbokationen bildenden Verbindung in die trans-Konfiguration überführt.
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Preparation of 1,4-trans substituted cyclohexane compound of formula (I) comprises converting 1,4-cis-cyclohexane compounds in the presence of a strong acid and an additional carbocation forming compound. R 1&gt;unsubstituted, linear up to 9C-alkyl or -CH(CH 3)CH 3; R 2&gt;H, halo, up to 9C-alkyl, up to 9 C-perfluoroalkyl, up to 9C-perfluoroalkoxy or up to 9C-alkoxy (when s is greater than 0); m : 1 or 2; n, s : 0-2; p : 1-4; q : 0-4; A 1&gt;trans-1,4-cyclohexylene; Z 1&gt;-(CH 2) t; and t : 0-4. [Image]. 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subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
APPARATUS THEREFOR
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
title Isomerisation method
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