Sodium Hydroxide → 4'-Methoxy(1,1'-biphenyl)-4-carboxylic acid

HRID 1242799Notes

Reaction equation

HRID 1242799 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[CH:8][CH:7]=1)=[O:5])C.[OH-].[Na+]>CO>[CH3:19][O:18][C:15]1[CH:14]=[CH:13][C:12]([C:9]2[CH:10]=[CH:11][C:6]([C:4]([OH:5])=[O:3])=[CH:7][CH:8]=2)=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 2764348Ethyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate

Product 1

HCID 27595524'-Methoxy(1,1'-biphenyl)-4-carboxylic acidYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl-4′-methoxy-4-biphenylcarboxylate (1.29 g) was dissolved in methanol (7.5 mL) and sodium hydroxide (2 N in water, 7.5 mL) was added. The reaction was stirred at room temperature for 9 days and concentrated to dryness. Water (50 mL) was added and the mixture was made acidic with HCl (6 N in water). The precipitate was removed by filtration and dried under vacuum giving 4′-methoxy-4-biphenylcarboxylic acid (1.08 g). Yield=94%.

Workup

  1. concentrationconcentrated to dryness
  2. additionWater (50 mL) was added
  3. customThe precipitate was removed by filtration
  4. customdried under vacuum

Sources & evidence

ORD record
ord-e6ac8251190a44e79218203bc333ed08
Source dataset
uspto-grants-2006_10
Patent number
US07115741B2

Reaction notes

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