Hydrochloric Acid → 2-(Ethyl carboxy)-3,3-dimethylbutanoic acid

HRID 529971Notes

Reaction equation

HRID 529971 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[CH:5]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:6]([O:8]CC)=[O:7])[CH3:2].[OH-].[Na+].Cl>CCO>[CH2:1]([O:3][C:4](=[O:15])[CH:5]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:6]([OH:8])=[O:7])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 697981,3-Diethyl 2-(1,1-dimethylethyl)propanedioate

Product 1

HCID 109432282-(Ethyl carboxy)-3,3-dimethylbutanoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

The commercially available 2-tert-butyl-malonic acid diethyl ester (1 g, 4.6 mmol) is dissolved in EtOH (7 mL). A 1N NaOH solution (5.06 mL, 5.06 mmol) is added and the resulting mixture is stirred at 40° C. overnight. Next, the mixture is acidified to pH=1 with HCl. Extraction with EtOAc gives an organic phase that is dried over MgSO4, filtered and evaporated to give the desired product.

Workup

  1. extractionExtraction with EtOAc
  2. customgives an organic phase that
  3. dry with materialis dried over MgSO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-af3089980f4a42eda50c3ff0d5a2a748
Source dataset
uspto-grants-2016_05
Patent number
US09351955B2

Reaction notes

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