Acetic Acid → HCID 54437877, compound

HRID 359703Notes

Reaction equation

HRID 359703 reaction equation
O[N:2]=[C:3]([C:15](=[O:17])[CH3:16])[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1)=[O:5].O.[C:19](O)(=[O:21])[CH3:20]>C(OC(=O)C)(=O)C.[Zn]>[C:19]([NH:2][CH:3]([C:15](=[O:17])[CH3:16])[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1)=[O:5])(=[O:21])[CH3:20]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 962WaterHCID 178492393HCID 178492393, compound

Product 1

HCID 54437877HCID 54437877, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 7918Acetic AnhydrideSolvent

Procedure

To a stirred solution of 11.8 g of 2-(hydroxyimino)--N-(4-methoxyphenyl)-3-oxobutanamide in 30 ml of acetic acid and 10 ml of acetic anhydride at 20-30° C. is added 10 g of zinc dust and the mixture is stirred for 1 hcur. Water (150 ml) is added, the mixture is stirred for 2 hours and the zinc is removed by filtration. The filtrate is evaporated to dryness under reduced pressure and the residue is recrystallized from methanol to give 2-acetylamino--N-(4-methoxyphenyl)-3-oxo-butanamide.

Workup

  1. stirringthe mixture is stirred for 2 hours
  2. customthe zinc is removed by filtration
  3. customThe filtrate is evaporated to dryness under reduced pressure
  4. customthe residue is recrystallized from methanol

Sources & evidence

ORD record
ord-14355d5b1b6e404088802f9446d2fba3
Source dataset
uspto-grants-1991_03
Patent number
US05002961

Reaction notes

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