Hydroxyamine hydrochloride → HCID 85126173, compound

HRID 1198609Notes

Reaction equation

HRID 1198609 reaction equation
Cl.[NH2:2][OH:3].[C:4]([CH:7]1[CH2:11][N:10]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:9](=[O:19])[CH2:8]1)(=O)[CH3:5]>N1C=CC=CC=1>[CH2:12]([N:10]1[CH2:11][CH:7]([C:4](=[N:2][OH:3])[CH3:5])[CH2:8][C:9]1=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 10082072107259-14-3

Product 1

HCID 85126173HCID 85126173, compoundYield 104.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Hydroxylamine hydrochloride (5.58 g, 0.076 mole) was added to a solution of 4-acetyl-1-benzyl-2-pyrrolidinone (15.0 g, 0.069 mole) in pyridine (250 mL) and the reaction mixture was heated at 40° with stirring under nitrogen for 18 hours. The solvent was removed under reduced pressure at 65° and the residue was dissolved in chloroform (900 mL), washed with water (500 mL), 0.5M HCl (3×500 mL), and dried (MgSO4). The solvent was removed under reduced pressure to give 1-benzyl-4-(1-hydroxyiminoethyl)-2-oxo-pyrrolidine (16.7 g, quant) as a brown solid.

Workup

  1. temperaturethe reaction mixture was heated at 40°
  2. customThe solvent was removed under reduced pressure at 65°
  3. dissolutionthe residue was dissolved in chloroform (900 mL)
  4. washwashed with water (500 mL), 0.5M HCl (3×500 mL)
  5. dry with materialdried (MgSO4)
  6. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-c8d4adb04f3d45a7bc88b685d7233f59
Source dataset
uspto-grants-1994_01
Patent number
US05281612

Reaction notes

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