HCID 54153445, compound → Methyl 3-(4-Hydroxy-2-methylphenyl)propanoate

HRID 1785199Notes

Reaction equation

HRID 1785199 reaction equation
[CH3:1][O:2][C:3](=[O:21])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12]CC2C=CC=CC=2)=[CH:8][C:7]=1[CH3:20].[H][H]>CO.[Pd]>[CH3:1][O:2][C:3](=[O:21])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][C:7]=1[CH3:20]

Participants

5

Reactant 2

HCID 54153445HCID 54153445, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13551833Methyl 3-(4-Hydroxy-2-methylphenyl)propanoateYield 93.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3-(4-Benzyloxy-2-methyl-phenyl)-propionic acid methyl ester (13.7 g, 48.5 mmol) and Pd/C (5%, 13.7 g) in MeOH (423 mL) is stirred under 60 psi of hydrogen for 24 hrs. Catalyst is filtered off, filtrate is concentrated giving the title compound (8.8 g, 93.5%).

Workup

  1. filtrationCatalyst is filtered off
  2. concentrationfiltrate is concentrated

Sources & evidence

ORD record
ord-25921e698a2b4805b0570971a8e2cd08
Source dataset
uspto-grants-2009_03
Patent number
US07504433B2

Reaction notes

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