HCID 60135717, compound → HCID 60135714, compound

HRID 386925Notes

Reaction equation

HRID 386925 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 aeration 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 aeration
  2. distillationdistilled off the methanol
  3. customThe crude can be purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-92423a3f823a4e2082d7f990d3e3c3de
Source dataset
uspto-grants-2013_02
Patent number
US08372882B2

Reaction notes

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