Preparation of 2-methyl-1,4-naphthoquinone (vitamin K3) by catalytic oxidation of 2-methyl-1-naphthol in the presence of iron phthalocyanine supported catalyst

O. V. Zalomaeva , O. A. Kholdeeva , A. B. Sorokin (1)

1 IRCELYON - Institut de recherches sur la catalyse et l'environnement de Lyon

Iron tetrasulfophthalocyanine (FePcS) supported catalyst was prepared by covalent grafting onto amino-modified silica by a novel practical one-pot method using activation of sulfonate groups of FePcS by triphenylphosphine triflate. FePcSeSiO2 in combination with tBuOOH behaved as an efficient catalyst for the oxidation of 2-methyl-1-naphthol to 2-methyl-1,4-naphthoquinone, vitamin K3. To optimise the catalytic system, the influence of different reaction parameters on the efficiency of this oxidation has been studied. Vitamin K3 was obtained with 59% selectivity at 96% conversion of 2-methyl-1-naphthol using only 0.5 mol% of catalyst. 18O labelling experiments indicate a non-radical mechanism for this oxidation.

Mots clés: Catalytic oxidation; Supported catalysts; Catalytic oxidation"; Iron phthalocyanine; "Supported catalysts"; Quinones; "Iron phthalocyanine"; Vitamin K3; "Quinones"; "Vitamin K3"

Domaines: Milieux et Changements globaux; Catalyse

O. V. Zalomaeva, O. A. Kholdeeva, A. B. Sorokin. Preparation of 2-methyl-1,4-naphthoquinone (vitamin K3) by catalytic oxidation of 2-methyl-1-naphthol in the presence of iron phthalocyanine supported catalyst. Comptes Rendus. Chimie, 2007, pp.598-603. ⟨10.1016/j.crci.2007.02.001⟩. ⟨hal-00169299⟩