2-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1) → Citric Acid

HRID 324259

Reaction equation

HRID 324259 reaction equation
O.[C:2]([OH:14])(=[O:13])[CH2:3][C:4]([CH2:9][C:10]([OH:12])=[O:11])([C:6]([OH:8])=[O:7])[OH:5].O.O.C([O-])(=O)CC(CC([O-])=O)(C([O-])=O)O.[Na+].[Na+].[Na+]>O>[C:2]([OH:14])(=[O:13])[CH2:3][C:4]([CH2:9][C:10]([OH:12])=[O:11])([C:6]([OH:8])=[O:7])[OH:5]

Participants

4

Reactant 2

HCID 222302-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1)HCID 71474Sodium Citrate Dihydrate

Product 1

HCID 311Citric Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a mixture of 1.6 grams of citric acid monohydrate, 0.6 grams of sodium citrate dihydrate and 40 grams of SBE-CD in a volumetric flask was added with stirring at room temperature 170 mL of deionized water. The mixture was stirred for 30 minutes with frequent sonication until a clear solution was obtained. There was added to the solution 4.0 grams of compound I. The mixture was stirred additionally for 2 hours until a clear solution was obtained. After that, the volume of the solution was adjusted to 200 mL with deionized water and the resulting solution was thoroughly mixed and filtered through a 0.22 μm filter. The clear filtrate contained the complex of 20 mg/mL of compound I (free base equivalent) in 20% w/v SBE-CD solution.

Workup

  1. additionwas added
  2. customwas obtained
  3. stirringThe mixture was stirred additionally for 2 hours until a clear solution
  4. customwas obtained
  5. additionthe resulting solution was thoroughly mixed
  6. filtrationfiltered through a 0.22 μm
  7. filtrationfilter

Sources & evidence

ORD record
ord-5d0546ca48714988ba2ad502884aa142
Source dataset
uspto-grants-2001_04
Patent number
US06218375B1

Linked notes

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