Reaktion #2045055

ord-fb9a245a1c9f458ab96584e60ff128d5

Reaktionsgleichung

COC(=O)CCCCCOc1ccc(NC(=O)CCCCCOCc2ccccc2)cc1
6-[4-(6-Benzyloxyhexanoylamino)phenoxy]hexanoic acid methyl ester
COC(=O)CCCCCOc1ccc(NC(=O)CCCCCO)cc1
81
Ausbeute 62.8%
COC(=O)CCCCCOc1ccc(NC(=O)CCCCCO)cc1
6-[4-(6-Hydroxyhexanoylamino)phenoxy]hexanoic acid methyl ester
Ausbeute 62.8%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeCatalyst was removed by filtration and methanol
  2. 2
    workup.DISTILLATIONdistilled off
  3. 3
    SonstigeCrude 81 was purified by column chromatography on silica gel

Vorschrift

6-[4-(6-Benzyloxyhexanoylamino)phenoxy]hexanoic acid methyl ester 80 (10 g, 22.67 mmol) was dissolved in methanol (100 ml) in a pressure vessel, palladium on carbon (5%, 6 grams) added, and the mixture stirred under a hydrogen atm. (4 Kg) for 20 hrs. Catalyst was removed by filtration and methanol distilled off. Crude 81 was purified by column chromatography on silica gel using chloroform as eluant to give pure 81 (5 g, 62.8%) as a white powder. M.p: 73-75.5°

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08409559B2uspto-grants-2013_04