Hydrochloric Acid → 2-Methoxyimino-3-oxobutyric acid
Reaction equation
Cl.[CH3:2][O:3][N:4]=[C:5]([C:13](=[O:15])[CH3:14])[C:6]([O:8]C(C)(C)C)=[O:7]>O1CCOCC1>[CH3:2][O:3][N:4]=[C:5]([C:13](=[O:15])[CH3:14])[C:6]([OH:8])=[O:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A 200 ml portion of the above 4N hydrogen chloride solution in 1,4-dioxane was added to 35.0 g of tert-butyl 2-methoxyimino-3-oxobutyrate and the thus-obtained solution was stirred at 23° to 25° C. for 13 hours. The supernatant was concentrated, 200 ml of methylene chloride was added to the residue for dissolution of the latter, 30 ml of 20% aqueous sodium chloride was added to the thus-obtained supernatant, the mixture was shaken, and the organic layer was separated, dried over 12 g of anhydrous magnesium sulfate and concentrated to dryness under reduced pressure to give 21.8 g of 2-methoxyimino-3-oxobutyric acid.
Workup
- concentrationThe supernatant was concentrated
- addition200 ml of methylene chloride was added to the residue for dissolution of the latter, 30 ml of 20% aqueous sodium chloride
- additionwas added to the thus-obtained supernatant
- stirringthe mixture was shaken
- customthe organic layer was separated
- dry with materialdried over 12 g of anhydrous magnesium sulfate
- concentrationconcentrated to dryness under reduced pressure
Sources & evidence
- ORD record
- ord-5c92713264ff4dc699678e5af42a1f1f
- Source dataset
- uspto-grants-1990_05
- Patent number
- US04927964
Reaction notes
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