O-methylhydroxylammonium chloride → 1-Benzyl-4-methoxyiminopiperidine

HRID 25966

Reaction equation

HRID 25966 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[CH3:16][O:17][NH3+:18]>>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=[N:18][O:17][CH3:16])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 11639O-methylhydroxylammonium chlorideHCID 192201-Benzyl-4-piperidone

Product 1

HCID 119596661-Benzyl-4-methoxyiminopiperidine

Procedure

The starting material is prepared as follows: The solution of 94.5 g of 1-benzyl-4-piperidone and 46 g of methoxyammonium chloride in 600 ml of ethanol-pyridine (1:1) is refluxed overnight and evaporated. The residue is dissolved in water, the solution made basic with 12.5% aqueous sodium hydroxide and extracted with diethyl ether. The extract is washed with water and saturated aqueous sodium hydroxide, dried and evaporated, to yield the 1-benzyl-4-methoxyiminopiperidine.

Workup

  1. customThe starting material is prepared
  2. customevaporated
  3. dissolutionThe residue is dissolved in water
  4. extractionextracted with diethyl ether
  5. washThe extract is washed with water and saturated aqueous sodium hydroxide
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-2a1f8645fcbd4743829f06767cb00f3d
Source dataset
uspto-grants-1979_04
Patent number
US04147786

Linked notes

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