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Hydrochloric Acid → Meso-Tartaric acid

HRID 392005
Notes
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Reaction equation

HRID 392005 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(O)(=O)[C@H]([C@@H](C(O)=O)O)O.[OH-].[Na+].Cl.[Na+].[Cl-]>[Fe].O>[C:1]([OH:10])(=[O:9])[C@@H:2]([C@@H:4]([C:6]([OH:8])=[O:7])[OH:5])[OH:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

8

Reactant 5

HCID 313Hydrochloric Acid2×HCID 5234Sodium Chloride2×HCID 14798Sodium HydroxideHCID 439655D-Tartaric acidHCID 444305L-Tartaric acid2×

Product 1

HCID 447315Meso-Tartaric acid

Reagents, catalysts & solvents

2
HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

A mesotartaric acid containing treatment solution was prepared by heating a solution of 95 g L(+)-tartaric acid, also known as d-tartaric acid, in 1 kg of aqueous 30% w/w NaOH at 118° C. for two hours. After cooling to room temperature, HCl-solution was added to adjust the pH to 6. Depending on the amount and the type of HCl solution used, NaCl or water was added in order to obtain a solution containing 20% w/w of NaCl. Hereafter FeCl2 was added in such an amount that the solution contained 4.8 g Fe″ per 25.5 g of (meso)tartaric acid. In the resulting treatment solution 29.8% w/w of the original L(+)-tartaric acid was transformed into the meso form.

Workup

  1. customto obtain a solution

Sources & evidence

ORD record
ord-c585a21b8dbb4a80a4dd0c135d175c20
Source dataset
uspto-grants-2004_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06800263B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes