Sodium Hydroxide → 2-Methoxy-4-phenylbenzoic acid

HRID 644484Notes

Reaction equation

HRID 644484 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:12]=[CH:11][C:6]=1[C:7]([O:9]C)=[O:8]>CO>[CH3:3][O:4][C:5]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:12]=[CH:11][C:6]=1[C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 23069958Methyl 3-methoxy-[1,1'-biphenyl]-4-carboxylate

Product 1

HCID 186874072-Methoxy-4-phenylbenzoic acidYield 96.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2N Aqueous sodium hydroxide (5 mL) was added to a solution of methyl 2-methoxy-4-phenylbenzoate (410 mg, 1.69 mmol) in methanol (5 mL), and the mixture was refluxed for 1 hour. After the reaction mixture was cooled to room temperature, the solvent was evaporated under reduced pressure. 2N hydrochloric acid was added to the obtained residue and the separated crystal was filtered to give the title compound (371 mg, 96.0%) as a crude product.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. customthe solvent was evaporated under reduced pressure
  3. addition2N hydrochloric acid was added to the obtained residue
  4. filtrationthe separated crystal was filtered

Sources & evidence

ORD record
ord-7ebc0dfb51cf4d6f8f6bf7f7df55664f
Source dataset
uspto-grants-2010_04
Patent number
US07700655B2

Reaction notes

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