Sulfuric Acid → D-Tartaric acid

HRID 462084Notes

Reaction equation

HRID 462084 reaction equation
[C:1]([C@H:4]([C@@H:6]([C:8]([O-:10])=[O:9])[OH:7])[OH:5])([O-:3])=[O:2].C([C@H]([C@@H](C([O-])=O)O)O)([O-])=O.[Na+].[Na+].C([C@H]([C@@H](C([O-])=O)O)O)([O-])=O.[Ca+2].S(=O)(=O)(O)O>[O-][W]([O-])(=O)=O>[C:8]([OH:10])(=[O:9])[C@H:6]([C@@H:4]([C:1]([OH:3])=[O:2])[OH:5])[OH:7]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 159905Sodium tartrate, (-)-HCID 5460284D-Tartrate2×HCID 13725893Calcium d-tartrate

Product 1

HCID 439655D-Tartaric acid

Reagents, catalysts & solvents 1

HCID 24465TungstateCatalyst

Procedure

Three samples of disodium cis-epoxysuccinate solution containing different amount of tungstate were separately converted to d-tartrate by treatment with a microbiorganism (FERM-P 2507) which has the ability to convert cis-epoxysuccinate to d-tartrate selectively. Disodium d-tartrate enzymatically prepared was converted to calcium d-tartrate, followed by acid-treatment with sulfuric acid to afford d-tartaric acid. The tungstate contents in the product and the starting material are compared in Table 3.

Sources & evidence

ORD record
ord-beb21073748a4959ae5ff0eba22457b7
Source dataset
uspto-grants-1977_12
Patent number
US04065475

Reaction notes

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