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Acetone → 4-(4-cyanophenoxy)benzoic acid

HRID 1470650
Notes
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Reaction equation

HRID 1470650 reaction equation
[C:1]([C:3]1[CH:17]=[CH:16][C:6]([O:7][C:8]2[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1)#[N:2].CC(C)=[O:20]>>[C:1]([C:3]1[CH:17]=[CH:16][C:6]([O:7][C:8]2[CH:15]=[CH:14][C:11]([C:12]([OH:20])=[O:13])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1)#[N:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 180AcetoneHCID 6138064-(4-Formylphenoxy)benzonitrile

Product 1

HCID 21798064-(4-cyanophenoxy)benzoic acidYield 70%

Procedure

To an ice cold solution of 4-(4-cyano-phenoxy)-benzaldehyde (2.0 g, 8.9 mmol) in acetone (10 mL), the Jone's reagent (7 mL) was added slowly drop wise until reaction completes. Acetone was removed completely and diluted with water. The mixture was extracted with ethyl acetate. the combined organic layers were dried over anhydrous sodium sulphate and concentrated to get the title compound (1.5 g, 70%)

Workup

  1. customwise until reaction
  2. customAcetone was removed completely
  3. additiondiluted with water
  4. extractionThe mixture was extracted with ethyl acetate
  5. dry with materialthe combined organic layers were dried over anhydrous sodium sulphate
On this pageParticipantsProcedureWorkupSources & evidenceReaction notes
  • concentrationconcentrated
  • Sources & evidence

    ORD record
    ord-0591465904c14d5196c6ca15e0368da8
    Source dataset
    uspto-grants-2015_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US09006454B2

    Reaction notes

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