Ethanol → HCID 11073934, compound

HRID 2289026Notes

Reaction equation

HRID 2289026 reaction equation
[CH3:1][C:2]1([CH3:9])[O:4][CH:3]1[C:5]([O:7][CH3:8])=[O:6].[CH2:10]([OH:12])[CH3:11]>Cl(O)(=O)(=O)=O>[CH2:10]([O:12][C:2]([CH3:9])([CH3:1])[CH:3]([OH:4])[C:5]([O:7][CH3:8])=[O:6])[CH3:11]

Participants

4

Reactant 2

HCID 702EthanolHCID 6421117Methyl 3,3-dimethyloxirane-2-carboxylate

Product 1

HCID 11073934HCID 11073934, compoundYield 91.6%

Reagents, catalysts & solvents 1

HCID 24247Perchloric AcidCatalyst

Conditions

Temperature
50 °C

Procedure

Methyl 3,3-dimethylglycidate (20.0 g, 0.154 mmol) and ethanol (30 mL) were introduced into an eggplant type flask (100 cc) and stirred at room temperature while 70% perchloric acid (5 drops) was added gradually. The resulting reaction solution was heated at 50° C. for 2 hours with stirring. After completion of the reaction, the reaction solution was concentrated under reduced pressure, and a small amount of anhydrous sodium carbonate was added. The reaction solution was left to stand at room temperature for a while, and then the solid was removed by filtration to obtain methyl 3-ethoxy-2-hydroxy-3-methylbutanoate (24.9 g, yield 91.6%) as a transparent liquid.

Workup

  1. additionwas added gradually
  2. customThe resulting reaction solution
  3. customAfter completion of the reaction
  4. concentrationthe reaction solution was concentrated under reduced pressure
  5. additiona small amount of anhydrous sodium carbonate was added
  6. waitThe reaction solution was left
  7. customto stand at room temperature for a while
  8. customthe solid was removed by filtration

Sources & evidence

ORD record
ord-5e9c41618b33424db66bf6951e1d4f5e
Source dataset
uspto-grants-2000_07
Patent number
US06090946

Reaction notes

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