3-(4-Benzyloxyphenyl)-2-(3,4-dimethylphenoxy)-2-methyl-3-(2,2,2-trifluoroacetoxy)propionic acid ethyl ester → 2-(3,4-Dimethylphenoxy)-3-(4-hydroxyphenyl)-2-methylpropionic acid ethyl ester

HRID 348332Notes

Reaction equation

HRID 348332 reaction equation
[CH2:1]([O:3][C:4](=[O:38])[C:5]([O:29][C:30]1[CH:35]=[CH:34][C:33]([CH3:36])=[C:32]([CH3:37])[CH:31]=1)([CH3:28])[CH:6]([C:14]1[CH:19]=[CH:18][C:17]([O:20]CC2C=CC=CC=2)=[CH:16][CH:15]=1)OC(=O)C(F)(F)F)[CH3:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:38])[C:5]([O:29][C:30]1[CH:35]=[CH:34][C:33]([CH3:36])=[C:32]([CH3:37])[CH:31]=1)([CH3:28])[CH2:6][C:14]1[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=1)[CH3:2]

Participants

4

Reactant 1

HCID 693531433-(4-Benzyloxyphenyl)-2-(3,4-dimethylphenoxy)-2-methyl-3-(2,2,2-trifluoroacetoxy)propionic acid ethyl ester

Product 1

HCID 693170842-(3,4-Dimethylphenoxy)-3-(4-hydroxyphenyl)-2-methylpropionic acid ethyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3-(4-Benzyloxyphenyl)-2-(3,4-dimethylphenoxy)-2-methyl-3-(2,2,2-trifluoroacetoxy)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-b99934d85f564eaa825af2ad29df658c
Source dataset
uspto-grants-2007_02
Patent number
US07176224B2

Reaction notes

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