Hydrogen Peroxide → cis-Epoxysuccinate

HRID 436907Notes

Reaction equation

HRID 436907 reaction equation
[C:1]([OH:10])(=[O:9])[CH:2]([CH:4]([C:6]([OH:8])=[O:7])[OH:5])O.C(O)(=O)/C=C\C(O)=O.OO>O[W](O)(=O)=O>[C@@H:4]1([C:6]([OH:8])=[O:7])[O:5][C@@H:2]1[C:1]([OH:10])=[O:9]

Participants

5

Reactant 3

HCID 784Hydrogen Peroxide2×HCID 8752,3-Dihydroxybutanedioic AcidHCID 444266Maleic Acid2×

Product 1

HCID 2734802cis-Epoxysuccinate

Reagents, catalysts & solvents 1

HCID 1152Tungstic acidCatalyst

Procedure

M. Church and R. Blumberg (Ind. Engng. Chem. 43 (1951), 1780) have described a method of producing tartaric acid from maleic acid and hydrogen peroxide. The maleic acid is epoxidised with hydrogen peroxide in the presence of tungstic acid and the cis-epoxysuccinic acid formed is hydrolysed into tartaric acid which is crystallised by cooling the reaction solution and filtered off, the mother liquor being recycled to the epoxidation stage. The reaction takes place in accordance with the following reaction scheme: ##STR1##

Sources & evidence

ORD record
ord-7cd6f214ee1a4ed490d63a663f557399
Source dataset
uspto-grants-1977_06
Patent number
US04028407

Reaction notes

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