HCID 69424971, compound → HCID 69427876, compound

HRID 459262Notes

Reaction equation

HRID 459262 reaction equation
[CH3:1][O:2][C:3](=[O:28])[C:4]([C:14]1[CH:19]=[CH:18][C:17]([O:20]CC2C=CC=CC=2)=[CH:16][CH:15]=1)([O:6][C:7]1[CH:12]=[CH:11][C:10](Cl)=[CH:9][CH:8]=1)[CH3:5]>C(O)C.[Pd]>[CH3:1][O:2][C:3](=[O:28])[C:4]([C:14]1[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=1)([O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:5]

Participants

4

Reactant 1

HCID 69424971HCID 69424971, compound

Product 1

HCID 69427876HCID 69427876, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-Benzyloxyphenyl-2-(4-chlorophenoxy)propanoic acid methyl ester in ethanol with 10% Pd/C (5 wt %) was stirred under hydrogen atmosphere (1 tm) over 2 hours. The catalyst was removed via filtration through a pad of celite and the filtrated concentrated in vacuo to produce the title compound (90%). 1H-NMR (200.15 MHz, CDCl3): δ 7.25–7.14 (m, 4H), 7.94–7.73 (m, 4H), 4.81–4.69 (m, 1H), 3.70 (s, 3H), 3.16 (d, 2H, J=4.1).

Workup

  1. customThe catalyst was removed via filtration through a pad of celite
  2. concentrationthe filtrated concentrated in vacuo

Sources & evidence

ORD record
ord-a607d6097bf24a57853bcea9547ba366
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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