Ethanol → Ethyl (2-methoxyethoxy)acetate

HRID 1792510Notes

Reaction equation

HRID 1792510 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][C:7]([OH:9])=[O:8].S(=O)(=O)(O)O.[CH2:15](O)[CH3:16]>>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][C:7]([O:9][CH2:15][CH3:16])=[O:8]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 27642(2-Methoxyethoxy)acetic acid

Product 1

HCID 9898912Ethyl (2-methoxyethoxy)acetate

Procedure

150 mL solution of 10 g (2-methoxyethoxy)acetic acid and 1 mL conc. sulfuric acid in ethanol was heated for 3 hours under reflux, and then the solvent was removed. The resulting residue was diluted with ethyl acetate and washed with an aqueous saturated sodium bicarbonate solution and brine. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was removed, whereby 9.5 g of the title compound (colorless oil) was obtained.

Workup

  1. temperatureunder reflux
  2. customthe solvent was removed
  3. additionThe resulting residue was diluted with ethyl acetate
  4. washwashed with an aqueous saturated sodium bicarbonate solution and brine
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. customthe solvent was removed

Sources & evidence

ORD record
ord-adb0227557f042d48c4b0bb45bdb7e7a
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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