Sodium Hydroxide → 2,3-Dihydroxybutanedioic Acid

HRID 1606658Notes

Reaction equation

HRID 1606658 reaction equation
[C:1]([OH:10])(=[O:9])[C@H:2]([C@@H:4]([C:6]([OH:8])=[O:7])[OH:5])[OH:3].[C:11]([OH:20])(=[O:19])[C@@H:12]([C@@H:14]([C:16]([OH:18])=[O:17])[OH:15])[OH:13].[OH-].[Na+]>O>[C:1]([OH:10])(=[O:9])[C@H:2]([C@@H:4]([C:6]([OH:8])=[O:7])[OH:5])[OH:3].[C:11]([OH:20])(=[O:19])[CH:12]([CH:14]([C:16]([OH:18])=[O:17])[OH:15])[OH:13].[C@H:2]([OH:3])([C:1]([OH:10])=[O:9])[C@H:4]([OH:5])[C:6]([OH:8])=[O:7]

Participants

7

Reactant 3

HCID 14798Sodium HydroxideHCID 439655D-Tartaric acidHCID 447315Meso-Tartaric acid

Product 3

HCID 8752,3-Dihydroxybutanedioic AcidHCID 439655D-Tartaric acidHCID 447315Meso-Tartaric acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

A sealed tube containing 3.16 g of D-tartaric acid, 1.70 g of mesotartaric acid, 3.36 g of sodium hydroxide and 11.54 g of water was heated in an oil bath at 130°C for 5 hours. The resulting reaction mixture was analyzed to give 0.21 g of D-tartaric acid, 2.70 g of DL-tartaric acid and 1.68 g of meso-tartaric acid. The conversion of D-tartaric acid to DL-tartaric acid was 85.4%.

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-37fd4350f092416ca58ea21a439939b2
Source dataset
uspto-grants-1976_04
Patent number
US03953504

Reaction notes

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