Methyl 2-(3-formylphenoxy)propanoate → Methyl 2-(3-hydroxymethylphenoxy)propionate

HRID 432563Notes

Reaction equation

HRID 432563 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][CH:15]=1)[O:6][CH:7]([CH3:12])[C:8]([O:10][CH3:11])=[O:9])=[O:2].[H][H]>[Pd].C(OCC)(=O)C>[OH:2][CH2:1][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][CH:15]=1)[O:6][CH:7]([CH3:12])[C:8]([O:10][CH3:11])=[O:9]

Participants

5

Reactant 2

HCID 18759681Methyl 2-(3-formylphenoxy)propanoateHCID 178418361HCID 178418361, compound

Product 1

HCID 18759680Methyl 2-(3-hydroxymethylphenoxy)propionateYield 62.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Into 100 ml of ethyl acetate was dissolved 5.09 g of methyl 2-(3-formylphenoxy)propionate; 0.57 g of 10% palladium on carbon was added; the mixture was stirred for 30 minutes in a hydrogen atmosphere at atmospheric pressure. The reaction solution was filtered; the filtrate was concentrated and the residue was subjected to silica gel column chromatography to give 3.20 g of methyl 2-[3-(hydroxymethyl)phenoxy]propionate.

Workup

  1. filtrationThe reaction solution was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-58b38a03e761408798277ae8a9aacb14
Source dataset
uspto-grants-2003_12
Patent number
US06664214B1

Reaction notes

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