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Water → 2-Hydroxy-4-phenylbenzaldehyde oxime

HRID 1985819
Notes
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Reaction equation

HRID 1985819 reaction equation
[OH:1][C:2]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]=[CH:6][C:3]=1[CH:4]=O.Cl.[NH2:17][OH:18].C([O-])(=O)C.[Na+].O>C(O)C>[OH:1][C:2]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]=[CH:6][C:3]=1[CH:4]=[N:17][OH:18]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962Water2×HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 115792992-Formyl-5-phenylphenol

Product 1

HCID 1363864812-Hydroxy-4-phenylbenzaldehyde oximeYield 75.4%

Reagents, catalysts & solvents 1

HCID 702
Ethanol
Solvent

Conditions

Temperature
80 °C

Procedure

2-Hydroxy-4-phenylbenzaldehyde (3.7 g), hydroxylamine hydrochloride (1.4 g), sodium acetate (3.1 g) and water (10 mL) were suspended in ethanol (50 mL), and the mixture was stirred at 80° C. for 3 hours. To the reaction mixture was added water (50 mL), and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to give the title compound (3.0 g).

Workup

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-a2308fec699943bbbcd620d69789f612
Source dataset
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07547680B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes