Hydrochloric Acid → 4-Hydroxy-2,2-dimethylbutanoic acid

HRID 590570

Reaction equation

HRID 590570 reaction equation
[CH3:1][C:2]1([CH3:8])[CH2:7][CH2:6][O:5][C:3]1=[O:4].[OH-:9].[K+].Cl>O>[OH:5][CH2:6][CH2:7][C:2]([CH3:8])([CH3:1])[C:3]([OH:9])=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 947462,2-Dimethyl-4-butyrolactone

Product 1

HCID 138845934-Hydroxy-2,2-dimethylbutanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2,2-dimethylbutyrolactone (6.84 g, 60 mmol) and KOH (3.36 g) in H2O (60 mL) was heated at reflux for 2 h. The solution was cooled to room temperature and acidified to pH 5 with aqueous HCl solution. The mixture was then extracted with ethyl acetate 3 times. The combined organic layers were washed with brine, dried over Na2SO4, concentrated under reduced pressure to give 4-hydroxy-2,2-dimethyl-butanoic acid compound 54-B (4 g).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. extractionThe mixture was then extracted with ethyl acetate 3 times
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d7faaa2f246d408a954c176588bffd21
Source dataset
uspto-grants-2016_01
Patent number
US09233978B2

Linked notes

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