Lithium Hydroxide → Methylsuccinic acid

HRID 1260407

Reaction equation

HRID 1260407 reaction equation
[CH3:1][CH:2]([CH2:7][C:8]([O:10]C)=[O:9])[C:3]([O:5]C)=[O:4].[OH-].[Li+]>O1CCCC1.O>[CH3:1][CH:2]([CH2:7][C:8]([OH:10])=[O:9])[C:3]([OH:5])=[O:4]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 15350Butanedioic acid, 2-methyl-, 1,4-dimethyl ester

Product 1

HCID 10349Methylsuccinic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

Commercially available dimethyl methylsuccinate (1.57 g, 9.8 mmol) was dissolved in a 3:1 mixed solvent of tetrahydrofuran and water, and lithium hydroxide (4 g, 98 mmol) was added and stirred for 2 days at 40° C. under reflux. After completion of the reaction was confirmed by TLC, the residue was distilled under reduced pressure to afford the title compound.

Workup

  1. additionwas added
  2. temperatureunder reflux
  3. distillationthe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-5c1c95c30a16424cb4d6a70811034722
Source dataset
uspto-grants-2013_06
Patent number
US08470836B2

Linked notes

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