Ethylene Glycol → 2-Hydroxyethyl isobutyrate

HRID 1912032Notes

Reaction equation

HRID 1912032 reaction equation
[C:1]([OH:6])(=[O:5])[CH:2]([CH3:4])[CH3:3].[CH2:7](O)[CH2:8][OH:9].S(=O)(=O)(O)O>ClCCl>[C:1]([O:6][CH2:7][CH2:8][OH:9])(=[O:5])[CH:2]([CH3:4])[CH3:3]

Participants

5

Conditions

Temperature
80 °C

Procedure

To a suspension of isobutyric acid (5 g, 0.056 mol) and ethylene glycol (15.8 g, 0.283 mol.) was added dropwise Sulfuric acid (cat. 0.4 mL). The resulting mixture was heated at 80° C. for 4 hrs. The progress of the reaction was monitored by thin layer chromatography (TLC). The reaction mixture was then cooled down to rt, diluted with dichloromethane and washed with saturated aqueous sodium bicarbonate solution, dried over magnesium sulfate and evaporated to give 2-hydroxyethyl isobutyrate isolated as a colorless oil.

Workup

  1. temperatureThe reaction mixture was then cooled down to rt
  2. washwashed with saturated aqueous sodium bicarbonate solution
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-0add5f0349c047af87bf435b00f82dd2
Source dataset
uspto-grants-2013_12
Patent number
US08604244B2

Reaction notes

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