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

HRID 2279206Notes

Reaction equation

HRID 2279206 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-626696c37ac8467da090d9e60575b5ca
Source dataset
uspto-grants-2015_09
Patent number
US09133210B2

Reaction notes

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