Reaktion #725934

ord-11a73ef342f441a48173be21bf9b6d8f

Reaktionsgleichung

COC(=O)CCCCCOc1ccc(NC(=O)COCc2ccccc2)cc1
6-[4-(2-Benzyloxyacetylamino)phenoxy]hexanoic acid methyl ester
COC(=O)CCCCCOc1ccc(NC(=O)CO)cc1
71
Ausbeute 65.3%
COC(=O)CCCCCOc1ccc(NC(=O)CO)cc1
6-[4-(2-Hydroxyacetylamino)phenoxy]hexanoic acid methyl ester
Ausbeute 65.3%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeCatalyst was removed by filtration and methanol
  2. 2
    workup.DISTILLATIONwas distilled off
  3. 3
    SonstigeCrude 71 was recrystallised in chloroform:hexane(1:6)

Vorschrift

6-[4-(2-Benzyloxyacetylamino)phenoxy]hexanoic acid methyl ester 70(1 g, 2.6 mmol) was dissolved in methanol (10 ml) in a pressure vessel, pd on carbon (5%, 250 mg) added and the mixture stirred under a hydrogen atm. (2 Kg) for 5 hrs. Catalyst was removed by filtration and methanol was distilled off. Crude 71 was recrystallised in chloroform:hexane(1:6) to get pure 71(0.5 g, 65.3%) as a white powder. M.p: 91.5-94° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07691364B2uspto-grants-2010_04