HCID 60135720, compound → HCID 60135712, compound

HRID 386924Notes

Reaction equation

HRID 386924 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 grains, 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-23a6089b17294db884d7607e0e9b1ac2
Source dataset
uspto-grants-2013_02
Patent number
US08372882B2

Reaction notes

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