Lactic Acid → Carbon Dioxide

HRID 1290605Notes

Reaction equation

[C:1](=O)([O-:3])[O-:2].[Ca+2].[C:6]([OH:11])(=[O:10])[CH:7]([CH3:9])[OH:8]>>[C:6]([O-:11])(=[O:10])[CH:7]([CH3:9])[OH:8].[C:1](=[O:3])=[O:2]

Participants

Reactant 2

HCID 612Lactic Acid

HCID 10112Calcium Carbonate

Product 2

HCID 280Carbon Dioxide

HCID 91435Lactate

Procedure

Isobutyl L-chloropropionate is advantageously prepared starting from D-lactic acid which can be prepared, for example, by a biotechnological process disclosed in EP-A 069 291. This entails a mixture of aqueous glucose solution, yeast autolysate, vitamins, catalytic amounts of phosphoric acid and a buffer for the lactic acid produced, e.g. calcium carbonate, being fermented at about 45° C. with the addition of lactic acid bacteria. The pH of the fermentation broth is preferably 4-6. A lactate is produced with evolution of carbon dioxide and is converted into D-lactic acid by adding an acid, preferably concentrated aqueous sulfuric acid. The D-lactic acid is subsequently extracted with isobutanol. The resulting D-lactic acid solution is then concentrated. Part of the lactic acid is esterified even during this. The remaining amount of lactic acid is esterified with acid catalysis, sulfuric acid being an example of a suitable acid (cf., for example, EP-A 287 426, DE-A 32 14 697 and DE-A 34 33 400). The water formed in the reaction is subsequently removed by distillation together with unreacted isobutanol.

Sources & evidence

ORD record: ord-3fbb8fdc73aa4aae8971a0c32f5032ee
Source dataset: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05753495

Reaction notes

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