Hydrochloric Acid → 2-Methoxyimino-3-oxobutyric acid

HRID 1651334Notes

Reaction equation

HRID 1651334 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:12](=[O:14])[CH3:13])[C:5]([O:7]C(C)(C)C)=[O:6].Cl>C(Cl)Cl>[CH3:1][O:2][N:3]=[C:4]([C:12](=[O:14])[CH3:13])[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54110352Tert-butyl 2-methoxyimino-3-oxobutyrate

Product 1

HCID 541834952-Methoxyimino-3-oxobutyric acidYield 95.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Tertiary-butyl 2-methoxyimino-3-oxobutyrate (805 g) was dissolved in 2.8 liters of methylene chloride. Hydrogen chloride (210 g) was blown into the solution at 3° to 6° C. over 8 hours. Then, the resultant mixture was allowed to stand at 5° C. for 15 hours. The supernatant was concentrated to dryness to give 556 g of 2-methoxyimino-3-oxobutyric acid as a crystalline solid.

Workup

  1. concentrationThe supernatant was concentrated to dryness

Sources & evidence

ORD record
ord-f754cb83fa5841ae83ec40d69a34540c
Source dataset
uspto-grants-1990_05
Patent number
US04927964

Reaction notes

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