Hydroxyamine hydrochloride → N-(piperidin-4-ylidene)hydroxylamine hydrochloride

HRID 1197491Notes

Reaction equation

HRID 1197491 reaction equation
[OH2:1].[ClH:2].[NH:3]1[CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1.Cl.[NH2:11]O.C([O-])(=O)C.[Na+]>CO>[ClH:2].[OH:1][N:11]=[C:6]1[CH2:7][CH2:8][NH:3][CH2:4][CH2:5]1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 2723901Piperonylamine

Product 1

HCID 19106851N-(piperidin-4-ylidene)hydroxylamine hydrochlorideYield 29.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.54 g (10.0 mmol) of 4-piperidone hydrochloride monohydrate was refluxed for one hour in 30 ml of methanol in the presence of 0.70 g (10.0 mmol) of hydroxylamine hydrochloride and 0.82 g (10.0 mmol) of sodium acetate. Then, methanol was distilled off, and the precipitate thereby formed was washed with isopropanol, and the mother liquor was distilled under reduced pressure. Diethyl ether was added to the residue thereby obtained for crystallization to give 0.45 g of the desired product as colorless powder.

Workup

  1. distillationThen, methanol was distilled off
  2. customthe precipitate thereby formed
  3. washwas washed with isopropanol
  4. distillationthe mother liquor was distilled under reduced pressure
  5. additionDiethyl ether was added to the residue
  6. customthereby obtained for crystallization

Sources & evidence

ORD record
ord-a1c7bee2f1ca417b8d63d80f588de4ab
Source dataset
uspto-grants-1994_01
Patent number
US05276041

Reaction notes

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