Process for the synthesis of amine ethers from secondary amino oxides

Abstract

An amine ether of formula (A) wherein a is 1 or 2; and when a is 1, E is E'; when a is 2, E is L; E′ is C-Calkyl; C-Calkenyl; C-Calkinyl; C-Ccycloalkyl; C-Ccycloalkenyl; a radical of a saturated or unsaturated aliphatic bicyclic or tricyclic hydrocarbon of 7 to 12 carbon atoms; C-Calkyl or C-Calkenyl substituted by halogen; C-Caralkyl or C-Caralkyl substituted by C-Calkyl or phenyl; or E′ is a radical of formula (VII) as explained in claim 1; T′ is tertiary C-Calkyl or phenyl, each of which are unsubstituted or substituted by halogen, OH, COORor C(O)—R; or T′ is C-Ccycloalkyl; C-Ccacloalkyl which is interrupted by at least one O or —NR—; a polycyclic alkyl radical having 7-18 carbon atoms, or the same radical which is interrupted by at least one O or —NR—; or T′ is —C(G)(G)—T″; or C-Calkyl or C-Ccycloalkyl substituted by F(I)T″ is hydrogen, halogen, NO, cyano, or is a monovalent organic radical comprising 1-50 carbon atoms; or T″ and T′ together form a divalent organic linking group completing, together with the hindered amine nitrogen atom and the quaternary carbon atom substituted by Gand G, an optionally substituted five- or six-membered ring structure; and all other residues are as defined in claim 1, are obtained in good yield from the corresponding N-oxyl hindered amine precursor by reaction with a hydrocarbon E—H or H—L—H in the presence of an organic hydroperoxide and a catalytic amount of copper or a copper compound. The products of present process find utility as polymerization regulators and/or light stabilizers for organic material