HCID 60135717, compound → HCID 60135714, compound

HRID 2265761Notes

Reaction equation

HRID 2265761 reaction equation
[CH3:1][O:2][C:3](=[O:28])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17](=[O:27])[CH2:18][O:19]CC2C=CC=CC=2)=[CH:12][CH:11]=1>CO.[Pd]>[CH3:1][O:2][C:3](=[O:28])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][C:13]([O:16][C:17](=[O:27])[CH2:18][OH:19])=[CH:14][CH:15]=1

Participants

4

Reactant 1

HCID 60135717HCID 60135717, compound

Product 1

HCID 60135714HCID 60135714, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

6-[4-(2-Benzyloxy-acetoxy)-phenoxy]-hexanoic acid methyl ester 19 (15 grams, 38.86 mmol) is dissolved in methanol (100 ml) in a pressure vessel, palladium on carbon (50% wet, 5%, 15 grams) added and the mixture stirred under an atmosphere of hydrogen (4 Kg) for 48 hours. The catalyst is removed by filteration and distilled off the methanol. The crude can be purified by column chromatography on silica gel using chloroform as eluant.

Workup

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

Sources & evidence

ORD record
ord-b4049ac01f3642ef839aa1324e113cab
Source dataset
uspto-grants-2010_12
Patent number
US07858077B2

Reaction notes

Loading…