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

HRID 1711718Notes

Reaction equation

HRID 1711718 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-1a7aa6f46cb143e387d2d21fbb0ab9f1
Source dataset
uspto-grants-2010_09
Patent number
US07790766B2

Reaction notes

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