HCID 21905536, compound → HCID 21905346, compound

HRID 1247254Notes

Reaction equation

HRID 1247254 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH:17]([O:21][CH2:22][CH3:23])[C:18]([OH:20])=[O:19])[CH:12]=[CH:13][C:14]=1[O:15][CH3:16])C1C=CC=CC=1>C(O)C.[Pd]>[CH2:22]([O:21][CH:17]([C:11]1[CH:12]=[CH:13][C:14]([O:15][CH3:16])=[C:9]([OH:8])[CH:10]=1)[C:18]([OH:20])=[O:19])[CH3:23]

Participants

4

Reactant 1

HCID 21905536HCID 21905536, compound

Product 1

HCID 21905346HCID 21905346, compoundYield 43.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a stirred solution of (RS)-(3-benzyloxy-4-methoxy-phenyl)-ethoxy-acetic acid (0.801 g) at rt in ethanol was added 10% Pd/C (0.1 g). The mixture was then stirred at rt under a hydrogen atmosphere for 17 h. The catalyst was filtered off and washed with dichloromethane. The filtrate was concentrated (rotavapor). The residue was purified by chromatography to give (RS)-ethoxy-(3-hydroxy-4-methoxy-phenyl)-acetic acid (0.250 g) as a light yellow gum.

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with dichloromethane
  3. concentrationThe filtrate was concentrated (rotavapor)
  4. customThe residue was purified by chromatography

Sources & evidence

ORD record
ord-5a422c1234f54f908174912d349de6e9
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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