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

HRID 1470608Notes

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

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
  4. extractionextracted with ethyl acetate
  5. washthe combined organic layers were washed with water and brine
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-0e1e5ab2712342a9879e0e4ed676f391
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

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