Water → HCID 178510798, compound

HRID 1351410Notes

Reaction equation

HRID 1351410 reaction equation
[C:1]1([CH2:7][C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[NH2:11][OH:12].C(=O)([O-])[O-].[Na+].[Na+].O>CO>[OH:12][NH:11][C:8](=[NH:9])[CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8794PhenylacetonitrileHCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 178510798HCID 178510798, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Phenyl acetonitrile (20 g, 170 mmol), hydroxylamine hydrochloride (60 g, 850 mmol) and sodium carbonate (71 g, 850 mmol) were heated under reflux in methanol (300 ml) and water (300 ml) for 5 hours. The reaction mixture was cooled to room temperature, filtered and the filtrate was evaporated and extracted with dichloromethane (3×). The combined organic solutions were washed with water and brine, dried (MgSO4), filtered and concentrated under reduced pressure to give the title compound as a white solid, 15.5 g.

Workup

  1. filtrationfiltered
  2. customthe filtrate was evaporated
  3. extractionextracted with dichloromethane (3×)
  4. washThe combined organic solutions were washed with water and brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a24aabb663e940d2b0ae35c01025435c
Source dataset
uspto-grants-2007_05
Patent number
US07217714B1

Reaction notes

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