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Acetone → 4'-Trifluoromethoxy-biphenyl-4-carboxylic acid

HRID 1470608
Notes
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Reaction equation

HRID 1470608 reaction equation
[F:1][C:2]([F:19])([F:18])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]=[O:17])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1.CC(C)=[O:22]>>[F:1][C:2]([F:18])([F:19])[O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([OH:22])=[O:17])=[CH:12][CH:11]=2)=[CH:8][CH:9]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 180AcetoneHCID 27607204'-Trifluoromethoxy-biphenyl-4-carbaldehyde

Product 1

HCID 27607234'-Trifluoromethoxy-biphenyl-4-carboxylic acidYield 77%

Procedure

To a cold solution of 4′-trifluoromethoxy-biphenyl-4-carbaldehyde (0.9 g, 3.38 mmol) in acetone (10 mL) the Jone's reagent was added slowly at 0° C. drop wise until reaction completes. Acetone was removed completely and the residue was diluted with water, extracted with ethyl acetate and the combined organic layers were washed with water and brine, dried over sodium sulphate and concentrated to obtain the title compound (0.7 g, 77%).

Workup

  1. customwise until reaction
  2. customAcetone was removed completely
  3. additionthe residue was diluted with water
  • extractionextracted with ethyl acetate
  • washthe combined organic layers were washed with water and brine
  • dry with materialdried over sodium sulphate
  • concentrationconcentrated
  • Sources & evidence

    ORD record
    ord-0e1e5ab2712342a9879e0e4ed676f391
    Source dataset
    uspto-grants-2015_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US09006454B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes