HCID 22340599, compound → 4-(4-Hydroxy-phenoxy)-butyric acid ethyl ester

HRID 2417255Notes

Reaction equation

HRID 2417255 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15]CC2C=CC=CC=2)=[CH:11][CH:10]=1)[CH3:2].[H][H]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([OH:15])=[CH:13][CH:14]=1)[CH3:2]

Participants

5

Reactant 2

HCID 22340599HCID 22340599, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 189185904-(4-Hydroxy-phenoxy)-butyric acid ethyl esterYield 79.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 3.58 g (0.011 mol) of 4-(4-Benzyloxy-phenoxy)-butyric acid ethyl ester in 200 mL of ethanol was added 0.81 g of 5% palladium on carbon and the resulting mixture was shaken under 35 psi of hydrogen for 4 h. The resulting mixture was filtered through Magnesol® and concentrated in vacuo to provide 1.97 g of the phenol as a grey solid. Electrospray Mass Spec: 225 (M+H)+

Workup

  1. filtrationThe resulting mixture was filtered through Magnesol®
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ea8c4640b3c04a69919ff7b74c4f8cce
Source dataset
uspto-grants-2004_11
Patent number
US06825354B2

Reaction notes

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