Hydrogen Peroxide → 2,3-Dihydroxybutanedioic Acid

HRID 26584

Reaction equation

C(O)(=O)/C=C\C(O)=[O:5].OO.[O:11]1[CH:16]([C:17]([OH:19])=[O:18])[CH:12]1[C:13]([OH:15])=[O:14]>>[CH:16]([OH:11])([C:17]([OH:19])=[O:18])[CH:12]([OH:5])[C:13]([OH:15])=[O:14]

Participants

Reactant 3

HCID 784Hydrogen Peroxide

HCID 86022Epoxysuccinic acid

HCID 444266Maleic Acid

Product 1

HCID 8752,3-Dihydroxybutanedioic Acid

Procedure

Thus free maleic acid is reacted in aqueous solution with hydrogen peroxide in the presence of alkali tungstates or molybdates, the intermediate epoxysuccinic acid formed hydrolyzed by boiling and then the racemic acid formed crystallized out of the hydrolysis solution, see Church and Blumberg, "Ind. Eng. Chem.", Vol. 43 (8) pages 1780 to 1786. The mother liquor of the racemic acid crystallization is again returned into the reaction step.

Sources & evidence

ORD record: ord-827bc7b9db5247158b5c97acb2fc6683
Source dataset: uspto-grants-1979_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04150241

Linked notes

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