Water → HCID 140391174, compound

HRID 964603Notes

Reaction equation

HRID 964603 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:18]=[C:19]([CH3:21])[CH:20]=1)[O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12](=O)[C:13]([NH:15][CH3:16])=[O:14].Cl.[O:23]([NH2:25])[CH3:24].O>CO>[CH3:1][C:2]1[CH:3]=[C:4]([CH:18]=[C:19]([CH3:21])[CH:20]=1)[O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1/[C:12](=[N:25]\[O:23][CH3:24])/[C:13]([NH:15][CH3:16])=[O:14]

Participants

5

Reactant 3

HCID 962WaterHCID 521874O-Methylhydroxylamine hydrochlorideHCID 19077587HCID 19077587, compound

Product 1

HCID 140391174HCID 140391174, compoundYield 68.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-[2-(3,5-dimethylphenoxy)phenyl]-2-oxo-N-methyl-acetamide (2.58 g) and methoxylamine hydrochloride (1.52 g) were dissolved in methanol (50 ml), and the mixture was heated under reflux with stirring overnight. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried, and then the solvent was evaporated. The resulting oil was purified by column chromatography on silica gel to give the title compound (1.96 g). mp. 90°-91° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. customdried
  6. customthe solvent was evaporated
  7. customThe resulting oil was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-f556cfba9ba341c084f406560752bd6c
Source dataset
uspto-grants-1998_06
Patent number
US05770614

Reaction notes

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