Water → 4-(Hydroxyimino)-4-phenylbutanoic acid

HRID 32458

Reaction equation

HRID 32458 reaction equation
O=[C:2]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6].Cl.[NH2:15][OH:16].C([O-])(=O)C.[Na+].O>CCO>[N:15](=[C:2]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6])[OH:16]

Participants

6

Reactant 4

HCID 962WaterHCID 728713-Benzoylpropionic acidHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 2319364-(Hydroxyimino)-4-phenylbutanoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 4-oxo-4-phenylbutyric acid (1.0 g, 5.3 mmol) in 50 mL of EtOH was added hydroxylamine hydrochloride (742 mg, 11 mmol) and sodium acetate (1.8 g, 21 mmol). The reaction flask was heated at 80° C. for 4 h and was then cooled to room temperature. Addition of water and filtration of the resultant precipitate afforded, after recrystallization (10:1 chloroform:hexane), 620 mg (60%) of the title compound.

Workup

  1. temperaturewas then cooled to room temperature
  2. customafforded
  3. customafter recrystallization (10:1 chloroform:hexane), 620 mg (60%) of the title compound

Sources & evidence

ORD record
ord-68b393ec68034dac9628e5ad9b064591
Source dataset
uspto-grants-2008_09
Patent number
US07427632B2

Linked notes

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