Potassium Carbonate → 5-(1-Benzylpiperidin-4-yl)-1-hydroxyiminopentylamine

HRID 54538Notes

Reaction equation

HRID 54538 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][CH2:17][C:18]#[N:19])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl.[NH2:27][OH:28]>>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][CH2:17][C:18]([NH2:19])=[N:27][OH:28])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 19959227HCID 19959227, compound

Product 1

HCID 539824105-(1-Benzylpiperidin-4-yl)-1-hydroxyiminopentylamineYield 62.8%

Procedure

A mixture of 1-benzyl-4-(4-cyanobutyl)piperidine (2.20 g), potassium carbonate (3.56 g) and hydroxylamine hydrochloride (2.39 g) was heated under reflux for 20 hours. After cooling, the mixture was filtered and evaporated in vacuo. The residue was dissolved in ether, filtered and recrystallized to afford 5-(1-benzylpiperidin-4-yl)-1-hydroxyiminopentylamine (1.56 g).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 20 hours
  3. temperatureAfter cooling
  4. filtrationthe mixture was filtered
  5. customevaporated in vacuo
  6. dissolutionThe residue was dissolved in ether
  7. filtrationfiltered
  8. customrecrystallized

Sources & evidence

ORD record
ord-5d4b3a8d5160406a86c5d92721ee746b
Source dataset
uspto-grants-1997_04
Patent number
US05622976

Reaction notes

Loading…