3-{4-[2-(4-Benzyloxyphenyl)ethoxy]phenyl}-2-ethoxypropanoic acid ethyl ester → HCID 54239207, compound

HRID 987252Notes

Reaction equation

HRID 987252 reaction equation
[CH2:1]([O:3][C:4](=[O:33])[CH:5]([O:30][CH2:31][CH3:32])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22]CC3C=CC=CC=3)=[CH:18][CH:17]=2)=[CH:9][CH:8]=1)[CH3:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:33])[CH:5]([O:30][CH2:31][CH3:32])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][C:16]2[CH:17]=[CH:18][C:19]([OH:22])=[CH:20][CH:21]=2)=[CH:9][CH:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 537559633-{4-[2-(4-Benzyloxyphenyl)ethoxy]phenyl}-2-ethoxypropanoic acid ethyl ester

Product 1

HCID 54239207HCID 54239207, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3-{4-[2-(4-Benzyloxyphenyl)ethoxy]phenyl}-2-ethoxypropanoic acid ethyl ester (16 g; 35.6 mmole) was hydrogenated at atmospheric pressure in ethyl acetate (300 ml) using Pd/C (dry, 10%) as catalyst. The mixture was filtered through celite and the solvent was evaporated in vacuo to give 11.2 g (yield 88%) of 2-ethoxy-3-{4-[2-(4-hydroxyphenyl)ethoxy]phenyl}propanoic acid ethyl ester.

Workup

  1. filtrationThe mixture was filtered through celite
  2. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-5175ff3c20b945989d8b5b14e97109f0
Source dataset
uspto-grants-2003_10
Patent number
US06630600B1

Reaction notes

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