Hydroxylamine HCl → HCID 73166260, compound

HRID 975260Notes

Reaction equation

HRID 975260 reaction equation
[CH3:1][CH:2]([CH3:12])[CH2:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=O.[Cl-].[OH:14][NH3+:15]>C(O)C>[CH3:1][CH:2]([CH3:12])[CH2:3][C:4](=[N:15][OH:14])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 21645Hydroxylamine HClHCID 68493Isovalerophenone

Product 1

HCID 73166260HCID 73166260, compoundYield 91.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of the above ketone (20.6 g, 127 mmol), hydroxylammonium chloride (17.7 g, 254 mmol) and absolute ethanol (200 ml) was heated at reflux for 1 h and then stirred at ambient temperature for 16 h. The solvent was evaporated in vacuo. The residue was suspended in water (200 ml) and the resulting mixture was extracted with dichloromethane (2×100 ml). The combined organic phases were washed with water (50 ml) and brine (10 ml) and dried (MgSO4). The solvent was evaporated in vacuo to give 20.6 g of 3-methylbutyrophenone oxime.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1 h
  3. customThe solvent was evaporated in vacuo
  4. extractionthe resulting mixture was extracted with dichloromethane (2×100 ml)
  5. washThe combined organic phases were washed with water (50 ml) and brine (10 ml)
  6. dry with materialdried (MgSO4)
  7. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-2dbb8ebf5c2d4f8dbeaad72e311f6df5
Source dataset
uspto-grants-1997_03
Patent number
US05608069

Reaction notes

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