Potassium Hydroxide → Ethylmalic acid monomethyl ester

HRID 981764Notes

Reaction equation

HRID 981764 reaction equation
[CH2:1]([C:3]([CH2:11][C:12]([O:14]C(C)C)=[O:13])([OH:10])[C:4]([O:6][CH:7](C)C)=[O:5])[CH3:2].[OH-].[K+]>O1CCOCC1>[CH3:7][O:6][C:4](=[O:5])[C:3]([CH2:1][CH3:2])([CH2:11][C:12]([OH:14])=[O:13])[OH:10]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 54116570Diisopropyl ethylmalate

Product 1

HCID 53978127Ethylmalic acid monomethyl ester

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The diisopropyl ethylmalate (diastereoisomeric mixture) prepared as described above is saponified in aqueous dioxane with potassium hydroxide at the reflux temperature. The diacid is recovered by passing the cooled reaction mixture over Dowex resin (sulfonic acid form) and evaporating the eluate.

Workup

  1. customThe diacid is recovered
  2. customthe cooled reaction mixture over Dowex resin (sulfonic acid form)
  3. customevaporating the eluate

Sources & evidence

ORD record
ord-af66d12185bd496a8b0b609339ee4bdf
Source dataset
uspto-grants-1991_02
Patent number
US04992544

Reaction notes

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