Acetone → 2-Methoxy-4-phenylbenzoic acid

HRID 1470631Notes

Reaction equation

HRID 1470631 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:7][C:8]=1[CH:9]=[O:10].CC(C)=[O:19]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:7][C:8]=1[C:9]([OH:19])=[O:10]

Participants

3

Reactant 2

HCID 180AcetoneHCID 109658272-Methoxy-4-phenylbenzaldehyde

Product 1

HCID 186874072-Methoxy-4-phenylbenzoic acidYield 73.5%

Procedure

To a cold solution of 3-methoxy-biphenyl-4-carboxaldehyde (0.32 g, 1.5 mmol) in acetone (10 mL), the Jone's reagent was added slowly drop wise at 0° C. until the reaction completes. Acetone was removed completely and the resulting residue was diluted with water, extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over sodium sulphate and concentrated to obtain the title compound (0.25 g, 73.5%)

Workup

  1. customAcetone was removed completely
  2. additionthe resulting residue was diluted with water
  3. extractionextracted with ethyl acetate
  4. washThe combined organic layers were washed with water and brine
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-f375edc84d7847e68ba03792a09ca254
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

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