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Sodium Carbonate → (3,5-Difluoro-phenyl)-phenyl-methanone oxime

HRID 2425273
Notes
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Reaction equation

HRID 2425273 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:13]=[C:14]([F:16])[CH:15]=1)[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=O.Cl.[NH2:18][OH:19].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:18][OH:19])[CH:13]=[C:14]([F:16])[CH:15]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 5695633,5-Difluorobenzophenone

Product 1

HCID 86619318(3,5-Difluoro-phenyl)-phenyl-methanone oximeYield 89%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 3,5-difluorobenzophenone (2.5 g) in ethanol (30 mL) was added hydroxylamine hydrochloride (3 eq) and sodiumcarbonate (3 eq). The reaction mixture was stirred at reflux for 4 hours and then allowed to cool down to room temperature. The precipitate was then isolated by filtration and washed with water to yield the title compound as a white solid (m.p.=91-93° C., Yield=89%), reflux, 4 h

Workup

  1. temperatureat reflux for 4 hours
  2. customThe precipitate was then isolated by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-aafbf2c0e8904d4faedfeee18313daf0
Source dataset
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07964645B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes