Tert-butyl acetoacetate → tert-butyl 2-hydroxyimino-3-oxobutanoate

HRID 1368443Notes

Reaction equation

HRID 1368443 reaction equation
[O:1]=[C:2]([CH3:11])[CH2:3][C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5].[N:12]([O-])=[O:13].[Na+]>C(O)(=O)C>[C:7]([O:6][C:4](=[O:5])[C:3](=[N:12][OH:13])[C:2](=[O:1])[CH3:11])([CH3:10])([CH3:9])[CH3:8]

Participants

4

Reactant 2

HCID 15538Tert-butyl acetoacetateHCID 23668193Sodium Nitrite

Product 1

HCID 178468384tert-butyl 2-hydroxyimino-3-oxobutanoate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of tert-butyl 3-oxobutyrate and sodium nitrite (1 equiv.) in acetic acid was stirred at room temperature to give tert-butyl-2-hydroximino-3-oxobutyrate.

Sources & evidence

ORD record
ord-b51d41d2ae224d6c99e00bca41c0dbbf
Source dataset
uspto-grants-2003_06
Patent number
US06573293B2

Reaction notes

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