Hydrogen Peroxide → 2,3-Dihydroxybutanedioic Acid

HRID 2071701Notes

Reaction equation

HRID 2071701 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

4

Reactant 3

HCID 784Hydrogen PeroxideHCID 86022Epoxysuccinic acidHCID 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-d11bde4328674d9b8685d9bfced9cd94
Source dataset
uspto-grants-1977_09
Patent number
US04048225

Reaction notes

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