HCID 60135720, compound → HCID 60135712, compound

HRID 2265760Notes

Reaction equation

HRID 2265760 reaction equation
[CH3:1][O:2][C:3](=[O:25])[CH:4]([O:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14](=[O:24])[CH2:15][O:16]CC2C=CC=CC=2)=[CH:9][CH:8]=1)[CH3:5]>CO.[Pd]>[CH3:1][O:2][C:3](=[O:25])[CH:4]([O:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14](=[O:24])[CH2:15][OH:16])=[CH:9][CH:8]=1)[CH3:5]

Participants

4

Reactant 1

HCID 60135720HCID 60135720, compound

Product 1

HCID 60135712HCID 60135712, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-[4-(2-Benzyloxy-acetoxy)-phenoxy]-propionic acid methyl ester 15 (13 grams, 37.79 mmol) is dissolved in methanol (100 ml) in a pressure vessel, palladium on carbon (50% wet, 5%, 10 grams) added and the mixture stirred under an atmosphere of hydrogen (4 Kg) for 48 hours. The catalyst is removed by filtration and distilled off the methanol. The crude 16 can be purified by column chromatography on silica gel using chloroform:Ethyl acetate.

Workup

  1. customThe catalyst is removed by filtration
  2. distillationdistilled off the methanol
  3. customThe crude 16 can be purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-bacce61271b8477da01ad8e0da05c0b5
Source dataset
uspto-grants-2010_12
Patent number
US07858077B2

Reaction notes

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