2-Ethylbutyric acid → Lactic Acid

HRID 2181772Notes

Reaction equation

HRID 2181772 reaction equation
[CH3:1][O:2]/[N:3]=[C:4](\[C:10]([NH:12][C@@H:13]1[C:16](=[O:17])[N:15]2[C:18]([C:27]([OH:29])=[O:28])=[C:19]([CH2:22][O:23][C:24]([NH2:26])=[O:25])[CH2:20][S:21][C@H:14]12)=[O:11])/[C:5]1[O:9][CH:8]=[CH:7][CH:6]=1.[Na:30].C(C(CCCC)C(O)=[O:35])C.C(C(CC)C(O)=O)C>C(O)(=O)C.CC(C)=O.C(O)C.O>[C:27]([OH:29])(=[O:28])[CH:18]([CH3:19])[OH:35].[CH3:1][O:2]/[N:3]=[C:4](\[C:10]([NH:12][C@@H:13]1[C:16](=[O:17])[N:15]2[C:18]([C:27]([OH:29])=[O:28])=[C:19]([CH2:22][O:23][C:24]([NH2:26])=[O:25])[CH2:20][S:21][C@H:14]12)=[O:11])/[C:5]1[O:9][CH:8]=[CH:7][CH:6]=1.[Na:30]

Participants

11

Reactant 4

HCID 69152-Ethylbutyric acidHCID 86972-Ethylhexanoic AcidHCID 5360545Sodium2×HCID 5479529Cefuroxime

Product 3

HCID 612Lactic AcidHCID 5360545SodiumHCID 5479529Cefuroxime

Reagents, catalysts & solvents 4

HCID 176Acetic AcidSolventHCID 180AcetoneSolventHCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

The Cefuroxime-but-salt may be reacted in appropriate solvent, e.g. water in combination with a water-miscible solvent, e.g. ethanol and/or acetone, in the presence of an appropriate source of sodium, e.g. the sodium salt of a carboxylic acid, such as ethyl hexanoic acid, diethylacetic acid, acetic acid; lactic acid, to form cefuroxime in the form of a sodium salt which is isolated from the reaction mixture.

Sources & evidence

ORD record
ord-435286c1fa8b4b1ba3a4c7892dcaccfa
Source dataset
uspto-grants-2005_05
Patent number
US06894162B2

Reaction notes

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