4-Trifluoromethylphenoxy-3-(4-benzyloxyphenyl)-2-methyl-propionic acid ethyl ester → 2-(4-Trifluoromethylphenoxy)-3-(4-hydroxyphenyl)-2-methyl-propionic acid ethyl ester

HRID 348352Notes

Reaction equation

HRID 348352 reaction equation
[CH2:1]([O:3][C:4](=[O:33])[C:5]([O:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=1)([CH3:21])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13]CC2C=CC=CC=2)=[CH:9][CH:8]=1)[CH3:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:33])[C:5]([O:22][C:23]1[CH:24]=[CH:25][C:26]([C:29]([F:31])([F:30])[F:32])=[CH:27][CH:28]=1)([CH3:21])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([OH:13])=[CH:11][CH:12]=1)[CH3:2]

Participants

4

Reactant 1

HCID 693525554-Trifluoromethylphenoxy-3-(4-benzyloxyphenyl)-2-methyl-propionic acid ethyl ester

Product 1

HCID 693173822-(4-Trifluoromethylphenoxy)-3-(4-hydroxyphenyl)-2-methyl-propionic acid ethyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2-(4-Trifluoromethylphenoxy-3-(4-benzyloxyphenyl)-2-methyl-propionic acid ethyl ester (2.1 mmol) was dissolved in ethyl acetate (30 mL) and treated with 5% palladium on carbon (300 mg), and stirred under an atmosphere of hydrogen for 20 h. The suspension was filtered through celite and concentrated in vacuo to an oil.

Workup

  1. filtrationThe suspension was filtered through celite and
  2. concentrationconcentrated in vacuo to an oil

Sources & evidence

ORD record
ord-44c7e08e8b7647108672c7abb2508440
Source dataset
uspto-grants-2007_02
Patent number
US07176224B2

Reaction notes

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