Water → (4-Acetoxy-3-ethoxyphenyl)-acetic acid

HRID 1013565Notes

Reaction equation

HRID 1013565 reaction equation
C(O[CH:5]([C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16](=[O:18])[CH3:17])=[C:11]([O:19][CH2:20][CH3:21])[CH:10]=1)[C:6]([OH:8])=[O:7])(=O)C.O>CO.[OH-].[OH-].[Pd+2]>[C:16]([O:15][C:12]1[CH:13]=[CH:14][C:9]([CH2:5][C:6]([OH:8])=[O:7])=[CH:10][C:11]=1[O:19][CH2:20][CH3:21])(=[O:18])[CH3:17]

Participants

5

Reactant 2

HCID 962WaterHCID 20778781Acetoxy-(4-acetoxy-3-ethoxyphenyl)-acetic acid

Product 1

HCID 20778780(4-Acetoxy-3-ethoxyphenyl)-acetic acidYield 88.8%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

Intermediate 3 (30.9 g, 0.104 mol) was dissolved in methanol (500 mL), Pd(OH)2 (5.0 g) wet with distilled water was added, and the mixture was placed under hydrogen at 30 psi with shaking. After 48 hr Pd(OH)2 was removed by filtration and solvent was removed under vacuum giving 22 g of intermediate 4 as a yellow oil.

Workup

  1. customAfter 48 hr Pd(OH)2 was removed by filtration and solvent
  2. customwas removed under vacuum

Sources & evidence

ORD record
ord-a325931a25874d43927f9d58273b244c
Source dataset
uspto-grants-2011_07
Patent number
US07981931B2

Reaction notes

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