3-(4-Hydroxymethylphenyl)acrylic acid ethyl ester → Ethyl 3-(4-(hydroxymethyl)phenyl)propanoate

HRID 2218118Notes

Reaction equation

HRID 2218118 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][OH:14])=[CH:9][CH:8]=1)[CH3:2].[H][H]>[Pd].C(O)C>[CH2:1]([O:3][C:4](=[O:15])[CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][OH:14])=[CH:11][CH:12]=1)[CH3:2]

Participants

5

Reactant 2

HCID 684575823-(4-Hydroxymethylphenyl)acrylic acid ethyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 14839455Ethyl 3-(4-(hydroxymethyl)phenyl)propanoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-(4-Hydroxymethylphenyl)acrylic acid ethyl ester (P4, 3 g, 14.5 mmol) and palladium on charcoal (0.3 g) in ethanol (30 mL) was stirred for 4 hours under atmospheric pressure of hydrogen. The reaction mixture was filtered through celite (Diatomaceous Earth) and concentrated to afford the title compound as an oil.

Workup

  1. filtrationThe reaction mixture was filtered through celite (Diatomaceous Earth)
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-88962a19cc68445dac2f54de163f87b2
Source dataset
uspto-grants-2008_08
Patent number
US07410984B2

Reaction notes

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