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

HRID 348321Notes

Reaction equation

HRID 348321 reaction equation
[CH2:1]([O:3][C:4](=[O:30])[C:5]([O:22][C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[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:30])[C:5]([O:22][C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=1)([CH3:21])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 693536024-Chlorophenoxy-3-(4-benzyloxyphenyl)-2-methyl-propionic acid ethyl ester

Product 1

HCID 693158912-(4-Chlorophenoxy)-3-(4-hydroxyphenyl)-2-methyl-propionic acid ethyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2-(4-Chlorophenoxy-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 1 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-df2e684cc2a849978ab55aa86e60eaac
Source dataset
uspto-grants-2007_02
Patent number
US07176224B2

Reaction notes

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