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Maleic Anhydride → Potassium epoxysuccinate

HRID 8552
Notes
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Reaction equation

HRID 8552 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[OH-:8].[K+:9].[OH2:10].OO>[O-][W]([O-])(=O)=O.[Na+].[Na+].O>[O:8]1[CH:3]([C:4]([O-:10])=[O:5])[CH:2]1[C:1]([O-:6])=[O:7].[K+:9].[K+:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 7923Maleic AnhydrideHCID 14797Potassium Hydroxide2×HCID 449047Hydrogen peroxide water

Product 1

HCID 21982865Potassium epoxysuccinate

Reagents, catalysts & solvents 2

HCID 26052Sodium tungstateCatalystHCID 962Water
Solvent

Procedure

A 2-liter three-neck flask was charged with 280 g of maleic anhydride and 428 ml of ultrapure water for dissolution. To the aqueous solution, 500 g of 48 wt % potassium hydroxide aqueous solution was added dropwise using a dropping funnel with cooling to keep the temperature at room temperature. Then, 18.8 g of sodium tungstate was added, and subsequently 332 g of 35% hydrogen peroxide water was added dropwise. The mixture was stirred for about 30 minutes, and 115 g of 48 wt % potassium hydroxide aqueous solution was gradually added. In this case, the flask was quickly cooled to keep the reaction temperature at 55 to 65° C. Then, the reaction mixture was kept at 65 to 60° C. for 30 minutes, to obtain a potassium epoxysuccinate aqueous solution. The aqueous solution was cooled to room temperature and concentrated to 300 ml, and it was poured into 1 liter of acetone. The produced precipitate was secured by filtration, for isolation as potassium epoxysuccinate.

Workup

  1. temperaturewith cooling
  2. customat room temperature
  3. temperatureIn this case, the flask was quickly cooled
  4. customat 55 to 65° C
  5. waitThen, the reaction mixture was kept at 65 to 60° C. for 30 minutes

Sources & evidence

ORD record
ord-b451781cf2db439e9c0839b785c14df4
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07090780B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes