3-(4-Benzyloxyphenyl)-2-methyl-2-m-tolyloxy-3-(2,2,2-trifluoroacetoxy)propionic acid ethyl ester → 3-(4-Hydroxyphenyl)-2-methyl-2-m-tolyloxy-propionic acid ethyl ester

HRID 348359Notes

Reaction equation

HRID 348359 reaction equation
[CH2:1]([O:3][C:4](=[O:37])[C:5]([CH3:36])([O:28][C:29]1[CH:30]=[C:31]([CH3:35])[CH:32]=[CH:33][CH:34]=1)[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:37])[C:5]([O:28][C:29]1[CH:30]=[C:31]([CH3:35])[CH:32]=[CH:33][CH:34]=1)([CH3:36])[CH2:6][C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)[CH3:2]

Participants

4

Reactant 1

HCID 693527043-(4-Benzyloxyphenyl)-2-methyl-2-m-tolyloxy-3-(2,2,2-trifluoroacetoxy)propionic acid ethyl ester

Product 1

HCID 693161843-(4-Hydroxyphenyl)-2-methyl-2-m-tolyloxy-propionic acid ethyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3-(4-Benzyloxyphenyl)-2-methyl-2-m-tolyloxy-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-ff6ae02e0ad942819aeeea3b4b5de0c8
Source dataset
uspto-grants-2007_02
Patent number
US07176224B2

Reaction notes

Loading…