Lactic Acid → 2-Acetoxypropionic Acid

HRID 1612393Notes

Reaction equation

HRID 1612393 reaction equation
[C:1]([OH:6])(=[O:5])[CH:2]([CH3:4])[OH:3].[C:7](OC)(=O)[CH:8](C)[OH:9]>>[C:8]([O:3][CH:2]([CH3:4])[C:1]([OH:6])=[O:5])(=[O:9])[CH3:7]

Participants

3

Reactant 2

HCID 612Lactic Acid3×HCID 11040Methyl Lactate

Product 1

HCID 790412-Acetoxypropionic AcidYield 90%

Procedure

In an independent experiment, a molar equivalent of lactic acid was utilized as a starting reagent in place of methyl lactate. The lactic acid reagent utilized was an aqueous solution containing approximately 85% lactic acid, by weight. The reaction conditions were otherwise as indicated above. NMR analysis of the resulting product material indicated a 2-acetoxy propionic acid product yield of greater than about 90% with some dimer or polymer byproduct formation apparent.

Workup

  1. customThe reaction conditions

Sources & evidence

ORD record
ord-0580bf8abfe443cd8ced6beed9dab2c3
Source dataset
uspto-grants-2006_01
Patent number
US06992209B2

Reaction notes

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