Lactaldehyde → Pyruvic Acid

HRID 636269Notes

Reaction equation

HRID 636269 reaction equation
[O:1]=O.[OH:3][CH:4]([CH3:7])[CH:5]=[O:6]>[Pt]>[C:5]([OH:1])(=[O:6])[CH:4]([CH3:7])[OH:3].[OH:6][CH2:5][C:4](=[O:3])[CH3:7].[C:5]([OH:1])(=[O:6])[C:4]([CH3:7])=[O:3]

Participants

6

Reactant 2

HCID 855Lactaldehyde2×HCID 977Oxygen

Product 3

HCID 612Lactic AcidHCID 1060Pyruvic AcidYield 7.6%HCID 8299Hydroxyacetone

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Conditions

Temperature
60 °C

Procedure

Hydroxypropanal was oxidized with oxygen at atmospheric pressure in a 50 ml flask equipped with a stirrer, condenser and port for gas inlet. Hydroxypropanal solution (2 g in 20 ml water) and a 5% platinum on carbon catalyst (0.1 g) were loaded into the flask with stirring at 60° C. Oxygen was bubbled for 5 hours, the oxidation reaction starting immediately. Reaction rate and product distribution were measured by oxygen consumption, HPLC, and NMR. The results showed 44.4% conversion with a selectivity to lactic acid of 92.4% The only by-product resulted from the further oxidation of lactic acid or hydroxyacetone to pyruvic acid 7.6%).

Workup

  1. customequipped with a stirrer, condenser
  2. customOxygen was bubbled for 5 hours
  3. customthe oxidation reaction
  4. customReaction rate and product distribution
  5. customwere measured by oxygen consumption, HPLC, and NMR

Sources & evidence

ORD record
ord-59350461055e4b508d1b80f317e91167
Source dataset
uspto-grants-2001_02
Patent number
US06191308B1

Reaction notes

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