Carbon Dioxide → Ethanedioic acid, 1-ethyl ester, potassium salt (1:1)

HRID 1934880Notes

Reaction equation

HRID 1934880 reaction equation
C(=O)(O)[O-].[K+:5].[C:6]([O:13]CC)(=[O:12])[C:7]([O:9][CH2:10][CH3:11])=[O:8].O.C(=O)=O>CC(C)=O>[C:7]([O:9][CH2:10][CH3:11])(=[O:8])[C:6]([O-:13])=[O:12].[K+:5]

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 962WaterHCID 7268Diethyl OxalateHCID 516893Potassium Bicarbonate

Product 1

HCID 23678856Ethanedioic acid, 1-ethyl ester, potassium salt (1:1)Yield 96%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
40 °C

Procedure

A suspension of potassium bicarbonate (100 g; 1.00 mols) in diethyl oxalate (146.1 g; 1.00 mols) is added with water (26 g) and heated at a temperature of 50÷55° C. for 6÷8 hours until carbon dioxide evolution ceases. The suspension is cooled to 40° C., added with acetone (250 mL) and cooled to 15÷20° C. The resulting solid is filtered, washed with acetone (2×25 mL) and dried at 50° C. under vacuum to obtain potassium monoethyl oxalate (150.0 g, 99% purity, yield 96%).

Workup

  1. temperaturecooled to 15÷20° C
  2. filtrationThe resulting solid is filtered
  3. washwashed with acetone (2×25 mL)
  4. customdried at 50° C. under vacuum

Sources & evidence

ORD record
ord-e2eea98a62e947669170eeddd2accad6
Source dataset
uspto-grants-2002_05
Patent number
US06384226B2

Reaction notes

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