Oxidation of methyl formylstearate with molecular oxygen
1976
Friedrich, J.P.
Methyl formylstearate, containing soluble rhodium complex from rhodium-catalyzed hydroformylation of methyl oleate, is oxidized in an emulsion to methyl carboxystearate. The reaction is carried out in a closed system at 20-25 C in the presence of either air or oxygen (1-3 atm). Conversion to methyl carboxystearate is 87-89% in 2-3 hr; when catalytic amounts of calcium acetate are present, 93-95% is converted. The principal byproduct of oxidation is methyl formyloxystearate, formation of which is suppressed by calcium acetate. Distillation of crude methyl carboxystearate yields a residue containing soluble rhodium (and calcium acetate if used), which after calcining in the presence of a refractory support produces an effective hydroformylation catalyst. Recovery and regeneration of this catalyst provide an economically feasible batch process for methyl carboxystearate.
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