Hydrochloric Acid → 2-Methoxyimino-3-oxobutyric acid

HRID 1651335Notes

Reaction equation

HRID 1651335 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

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

  1. concentrationThe supernatant was concentrated
  2. addition200 ml of methylene chloride was added to the residue for dissolution of the latter, 30 ml of 20% aqueous sodium chloride
  3. additionwas added to the thus-obtained supernatant
  4. stirringthe mixture was shaken
  5. customthe organic layer was separated
  6. dry with materialdried over 12 g of anhydrous magnesium sulfate
  7. 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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