HCID 20390520, compound → 2-(Carboxymethoxy)butanedioic acid

HRID 1862963Notes

Reaction equation

HRID 1862963 reaction equation
O.O.O.O.O.[C:6]([CH2:9][O:10][CH:11]([CH2:15][C:16]([O-:18])=[O:17])[C:12]([O-:14])=[O:13])([OH:8])=[O:7].[Na+].[Na+].[Na+]>Cl>[C:6]([CH2:9][O:10][CH:11]([CH2:15][C:16]([OH:18])=[O:17])[C:12]([OH:14])=[O:13])([OH:8])=[O:7]

Participants

3

Reactant 1

HCID 20390520HCID 20390520, compound

Product 1

HCID 366812-(Carboxymethoxy)butanedioic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

One hundred grams (0.29 mole) of trisodium carboxymethyloxysuccinate pentahydrate is placed in a flask and acidified with 90 mls of 37% hydrochloric acid while stirring and cooling the mixture in an ice bath. The reaction mixture is then evaporated to dryness in vacuo. The evaporation residue is then taken up in about 150 ml acetone and filtered to remove sodium chloride. The acetone filtrate is next evaporated to dryness to give essentially pure carboxymethyloxysuccinic acid as a residue.

Workup

  1. temperaturecooling the mixture in an ice bath
  2. customThe reaction mixture is then evaporated to dryness in vacuo
  3. filtrationfiltered
  4. customto remove sodium chloride
  5. customThe acetone filtrate is next evaporated to dryness

Sources & evidence

ORD record
ord-aecc1c92056041f1a6cb5a56103199a3
Source dataset
uspto-grants-1979_09
Patent number
US04167524

Reaction notes

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