Sodium Hydroxide → 2,3-Dihydroxybutanedioic Acid

HRID 1606656Notes

Reaction equation

HRID 1606656 reaction equation
[C:1]([OH:10])(=[O:9])[C@H:2]([C@@H:4]([C:6]([OH:8])=[O:7])[OH:5])[OH:3].[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:1]([OH:10])(=[O:9])[CH:2]([CH:4]([C:6]([OH:8])=[O:7])[OH:5])[OH:3].[C@H:2]([OH:3])([C:1]([OH:10])=[O:9])[C@H:4]([OH:5])[C:6]([OH:8])=[O:7]

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 439655D-Tartaric acid

Product 3

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

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
116 °C

Procedure

Into a test tube equipped with a reflux condenser were charged 4.86 g of D-tartaric acid, 7.78 g of sodium hydroxide and 10.6 g of water. The mixture was heated at 116°C in an oil bath for 8 hours under reflux. Analysis of the resulting reaction mixture gave 0.11 g of unreacted D-tartaric acid, 2.45 g of DL-tartaric acid and 1.79 g of meso-tartaric acid. The conversion of D-tartaric acid to DL-tartaric acid was 50.4%.

Workup

  1. customInto a test tube equipped with a reflux condenser
  2. temperatureunder reflux
  3. customAnalysis of the resulting reaction mixture

Sources & evidence

ORD record
ord-15349bec39ba4659962d2eb6fc9bed21
Source dataset
uspto-grants-1976_04
Patent number
US03953504

Reaction notes

Loading…