Process for selective oxidation of primary alcohols

Details Process for selective oxidation of primary alcohols Process for selective oxidation of primary alcohols

C - Chemistry, Metallurgy

08

B

C08B 31/18 (2006.01) C07C 51/285 (2006.01) C07H 7/033 (2006.01)

Patent

CA 2331701

Primary alcohols, especially in carbohydrates, can be selectively oxidised to aldehydes and carboxylic acids in a low-halogen process by using a peracid in the presence of a catalytic amount of a di-tertiary- alkyl nitroxyl (TEMPO) and a catalytic amount of halide. The halide is preferably bromide and the process can be carried out at nearly neutral to moderately alkaline pH (5-11). The peracid can be produced or regenerated by means of hydrogen peroxide or oxygen. The process is advantageous for producing uronic acids and for introducing aldehyde groups which are suitable for crosslinking and derivatisation.

Les alcools primaires, notamment ceux contenus dans les glucides, peuvent être sélectivement oxydés en aldéhydes et acides carboxyliques par un procédé faiblement halogéné utilisant un peracide, en présence d'une quantité catalytique d'un alkyl-nitroxyle di-tertiaire (TEMPO) et d'une quantité catalytique d'halogénure. Ce dernier est de préférence le bromure et le procédé peut être mis en oeuvre à un pH pratiquement neutre ou modérément alcalin (5-11). Le peracide peut être produit ou régénéré au moyen de peroxyde d'hydrogène ou d'oxygène. Ce procédé est avantageux pour produire des acides uroniques et introduire des groupes aldéhyde permettant la réticulation et la dérivatisation.

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