Glycolic Acid → (Propionyloxy)acetic acid

HRID 1829593Notes

Reaction equation

HRID 1829593 reaction equation
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].[OH:6][CH2:7][C:8]([OH:10])=[O:9]>>[C:1]([O:6][CH2:7][C:8]([OH:10])=[O:9])(=[O:4])[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 757Glycolic Acid2×HCID 62324Propionyl chloride

Product 1

HCID 12136775(Propionyloxy)acetic acid

Procedure

a solution consisting of propionyl chloride (64.7 g, 0.7 mol) and hydroxyacetic acid (19.0 g, 0.25 mol) is heated at 40° C., until the hydroxyacetic acid has completely dissolved. The excess propionyl chloride is then distilled off and 35.6 g of crude product containing 82% of (propionyloxy)acetic acid is obtained as a colorless liquid. The crude product can be used in the subsequent reaction without further purification.

Workup

  1. dissolutionhas completely dissolved
  2. distillationThe excess propionyl chloride is then distilled off
  3. addition35.6 g of crude product containing 82% of (propionyloxy)acetic acid
  4. customis obtained as a colorless liquid

Sources & evidence

ORD record
ord-507d3a629a8e4d0f8d464525d6f98f48
Source dataset
uspto-grants-2006_06
Patent number
US07064102B2

Reaction notes

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