Potassium Hydroxide → Potassium 4-hydroxy-2,2-dimethylbutyrate

HRID 409478

Reaction equation

HRID 409478 reaction equation
[CH3:1][C:2]1([CH3:8])[CH2:6][CH2:5][O:4][C:3]1=[O:7].[OH-:9].[K+:10]>C1C=CC2C(C3C=CC(O)=CC=3)(C3C=CC(O)=CC=3)OC(=O)C=2C=1.CCO.O>[OH:4][CH2:5][CH2:6][C:2]([CH3:8])([CH3:1])[C:3]([O-:9])=[O:7].[K+:10]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 947462,2-Dimethyl-4-butyrolactone

Product 1

HCID 23712640Potassium 4-hydroxy-2,2-dimethylbutyrateYield 71.1%

Reagents, catalysts & solvents 2

HCID 4764PhenolphthaleinCatalystHCID 19096565Water ethanolSolvent

Conditions

Temperature
105 °C

Procedure

A mixture of dihydro-3,3-dimethyl-2(3H)-furanone (10 mmol; 1.14 g), aqueous 1 M KOH solution (10 mmol) and one drop of phenolphthalein indicator (0.5% w/v in EtOH/water (1:1)) is stirred at 105° C. for 3.5 hours. The mixture is cooled to ambient temperature and concentration under reduced pressure. To the residue is added 10 mL of EtOH. To the solution is added 50 ml of Et2O, and the solid isolated by filtration and dried under 100 mbar at 50° C. to give potassium 4-hydroxy-2,2-dimethylbutyrate (1.21 g, 71%).

Workup

  1. temperatureThe mixture is cooled to ambient temperature
  2. concentrationconcentration under reduced pressure
  3. additionTo the residue is added 10 mL of EtOH
  4. additionTo the solution is added 50 ml of Et2O
  5. customthe solid isolated by filtration
  6. customdried under 100 mbar at 50° C.

Sources & evidence

ORD record
ord-35ae9b314b1645268a359b196c797298
Source dataset
uspto-grants-2014_06
Patent number
US08759365B2

Linked notes

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