Ethyl [2-(benzyloxy)ethoxy]acetate → Ethyl (2-hydroxyethoxy)acetate

HRID 650076Notes

Reaction equation

HRID 650076 reaction equation
C([O:8][CH2:9][CH2:10][O:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])C1C=CC=CC=1>[C].[Pd].CO>[OH:8][CH2:9][CH2:10][O:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]

Participants

4

Reactant 1

HCID 54389372Ethyl [2-(benzyloxy)ethoxy]acetate

Product 1

HCID 46398405Ethyl (2-hydroxyethoxy)acetateYield 104.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A mixture of ethyl (2-benzyloxyethoxy)acetate (0.50 g, 1.88 mmol), 10% palladium-carbon (0.05 g) and methanol (10 ml) was stirred under a hydrogen atmosphere at room temperature for 5 hours. The catalyst was filtered off and the filtrate was concentrated under reduced pressure to obtain 0.29 g of ethyl (2-hydroxyethoxy)acetate as a colorless oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-ecf3d72342874ed5aaa0409ec43dedf3
Source dataset
uspto-grants-2001_08
Patent number
US06271251B1

Reaction notes

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