Process for the epoxidation of olefins with hydrogen peroxide by ruthenium complex catalysed reaction

摘要

Preparation of propoxy compounds (I) comprises reaction of alkene compounds (III) with hydrogen peroxide in the presence of ruthenium complex, which bears as ligands of tripyridine compounds (IV) or pyridine compounds (V). Preparation of propoxy compounds of formula (I) comprises reaction of alkene compounds (III) of formula ((R1>)(R2>)C=C(R3>)(R4>)) with hydrogen peroxide in the presence of ruthenium complex, which bears as ligands of tripyridine compounds of formula (IV) and pyridine compounds of formula (V). R1>-R4>H, aryl, arylalkyl, (halo)alkyl or a radical of A-B1>-D-E, A-E, A-SO2-E, A-B->SO2R6>, A-SO3W1> or A-COW1>; A : absent or (halo)alkylene radical; B1>absent, O or NR5; R5>, R6>H, arylalkyl or aryl; D : carbonyl group; E : R6>, OR6>, NHR7> or N(R7>)2; R7>alkyl, arylalkyl, aryl or N(R7>)2 is a cyclic amino radical of 4-12C; W1>OH, NH2 or OM; M : an alkali metal ion, half an equivalent of an alkaline earth metal ion, an ammonium ion or an organic ammonium ion; any two radicals of (R1>R2>, R1>R3>, R1>R4>, R2>R3>, R2>R4>, R3>R4>, R4>R1>) : 3-7 membered ring of 3-16 C; either R8>-R1>8>H, halo, OH, hydroxycarbonyl, alkoxycarbonyl, alkoxy, alkyl, arylalkyl or aryl; or R8>R9>, R8>1>0>, R8>R1>1>, R9>R1>0>, R9>R1>1>, R1>0>R1>1>, R1>5>R1>6>, R1>5>R1>7>, R1>5>R1>8>, R1>6>R1>7>, R1>6>R1>8>, R1>7>R1>8>3-7 membered monocycle 3 -16C or a bicycle of 3-16C; X1>-X3>N, CH or CR1>9>; R1>9>H, halo, OH, hydroxycarbonyl, alkoxycarbonyl, alkoxy, alkoxyalkyl, arylalkyl or aryl; and n : 0-3 (especially 0). An INDEPEDENT CLAIM is also included for ruthenium complex compounds of formulae (VI-2 to VI-5).