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AssigneeThe NutraSweet Company
InventorsSetrak K. Tanielyan, Robert L. Augustine, Indra Prakash, Kenneth E. Furlong, Handley E. Jackson
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The present invention relates to a process of oxidation of alcohols selectively to aldehydes or ketones with molecular oxygen using a TEMPO based catalyst, Fe-bipyridyl or Fe-phenantroline co-catalyst and N-bromosuccinimide promoter in acetic acid solvent. The oxidation takes places at high rates and high aldehyde selectivity at temperatures in the range 45-50° C. and oxygen or air pressures of 0-15 psi. The alcohol conversion of 95-100% and aldehyde selectivity higher than 95% are achieved over 3-4 hours reaction time. Aldehydes such as 3,3-dimethyl-1-butanal can be produced efficiently using the present invention.
A process for oxidizing alcohols selected from the group consisting of primary and secondary alcohols to aldehydes or ketones, said process comprising the steps of (a) forming a solution including said alcohol with (i) a first catalyst selected from the group consisting of 2,2,6,6,-tetramethylpiperidinyloxy catalysts, (ii) a second catalyst selected from the group consisting of a Fe-2,2′-bipyridyl complex and a Fe-1,10-phenanthroline complex, and (iii) a bromine promoter selected from the group of N-bromo imides, organic bromides and inorganic bromides, said alcohol acting as the substrate of said solution (b) reacting said alcohol in said solution with an oxidant to produce said aldehyde or ketone.
A process for the production of 3,3-dimethyl-1-butanal, consisting of the step of reacting 3,3-dimethylbutanol with an oxidant wherein said 3,3-dimethylbutanol is in a solution including a catalyst selected from the group consisting of 2,2,6,6,-tetramethylpiperidinyloxy, a co-catalyst selected from the group of Fe2+ or Fe3+ nitrates chelated with ligands selected from the group consisting of 2,2′-dipyridyl and 1,10-phenanthroline, a bromine promoter selected from the group of N-bromo imides or inorganic bromide.
Dependencies are inferred from the claim text.