Sodium Carbonate → 4-(N-methylanilino)-2-butanone oxime

HRID 1659591Notes

Reaction equation

HRID 1659591 reaction equation
Cl.[NH2:2][OH:3].[CH3:4][N:5]([CH2:12][CH2:13][C:14](=O)[CH3:15])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C(=O)([O-])[O-].[Na+].[Na+]>O.C(O)C>[CH3:4][N:5]([CH2:12][CH2:13][C:14](=[N:2][OH:3])[CH3:15])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 114126874-(Methyl-phenyl-amino)-butan-2-one

Product 1

HCID 867381524-(N-methylanilino)-2-butanone oxime

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Add hydroxylamine hydrochloride (4.9 g=70 mmol) in 20 ml water to a solution of 4-(N-methylanilino)-2-butanone (12.4 g=70 mmol) and sodium carbonate (8.6 g=80 mmol) in 60 ml 50% ethanol. Stir for three days, concentrate and extract with ethyl acetate. Dry, concentrate and recrystallize from ether-hexane to obtain product having a melting point 46°-49° C.

Workup

  1. concentrationconcentrate
  2. extractionextract with ethyl acetate
  3. customDry
  4. concentrationconcentrate
  5. customrecrystallize from ether-hexane
  6. customto obtain product

Sources & evidence

ORD record
ord-b893b9d7dc554144ad28d81d2556d762
Source dataset
uspto-grants-1981_12
Patent number
US04304790

Reaction notes

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