(3-Benzyloxy-5-trifluoromethyl-phenyl)-acetic acid methyl ester → (3-Hydroxy-5-trifluoromethyl-phenyl)-acetic acid methyl ester

HRID 1810310Notes

Reaction equation

HRID 1810310 reaction equation
[CH3:1][O:2][C:3](=[O:23])[CH2:4][C:5]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[C:7]([O:15]CC2C=CC=CC=2)[CH:6]=1>CCO.[Pd]>[CH3:1][O:2][C:3](=[O:23])[CH2:4][C:5]1[CH:10]=[C:9]([C:11]([F:12])([F:14])[F:13])[CH:8]=[C:7]([OH:15])[CH:6]=1

Participants

4

Reactant 1

HCID 58149337(3-Benzyloxy-5-trifluoromethyl-phenyl)-acetic acid methyl ester

Product 1

HCID 59644745(3-Hydroxy-5-trifluoromethyl-phenyl)-acetic acid methyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

(3-Benzyloxy-5-trifluoromethyl-phenyl)-acetic acid methyl ester (4.8 mmol) in EtOH was treated with 10% palladium on carbon (10% by weight), and stirred under a balloon of H2 at 60° C. overnight. The mixture was filtered to remove the palladium, and then concentrated to give the title compound.

Workup

  1. filtrationThe mixture was filtered
  2. customto remove the palladium
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-d2a97f021b2046498b2ab5824da7238f
Source dataset
uspto-grants-2013_01
Patent number
US08362044B2

Reaction notes

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