HCID 67486428, compound → HCID 67485907, compound

HRID 1755147Notes

Reaction equation

HRID 1755147 reaction equation
[CH3:1][O:2][C:3](=[O:30])[CH:4]([C:20]1[CH:25]=[CH:24][C:23]([C:26]([CH3:29])([CH3:28])[CH3:27])=[CH:22][CH:21]=1)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12]CC2C=CC=CC=2)=[CH:8][CH:7]=1>CO.[Pd]>[CH3:1][O:2][C:3](=[O:30])[CH:4]([C:20]1[CH:21]=[CH:22][C:23]([C:26]([CH3:28])([CH3:27])[CH3:29])=[CH:24][CH:25]=1)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1

Participants

4

Reactant 1

HCID 67486428HCID 67486428, compound

Product 1

HCID 67485907HCID 67485907, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The mixture of crude 3-(4-Benzyloxyphenyl)-2-(4-tert-butylphenyl)-propionic acid methyl ester from step A and 10% Pd/C (200 mg) in methanol (75 mL) was stirred under an atmosphere of H2 overnight. The mixture was filtered through celite and concentrated under vacuum to afford 2-(4-tert-Butylphenyl)-3-(4-hydroxyphenyl)-propionic acid methyl ester as a light yellow oil. TLC: Rf=0.15 hexane/ethyl acetate (7:1).

Workup

  1. filtrationThe mixture was filtered through celite
  2. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-bd37cd4e1caa45d3b85e0ce9d166571e
Source dataset
uspto-grants-2015_10
Patent number
US09169201B2

Reaction notes

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