Reaktion #589050

Reaktionsgleichung

2-[4-(6-Benzyloxyhexanoylamino)-phenoxy]-propionic acid methyl ester

→

60

Ausbeute 51.6%

2-[4-(6-Hydroxyhexanoylamino)-phenoxy]-propionic acid methyl ester

Ausbeute 51.6%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeCatalyst was removed by filtration and methanol
2. 2
   workup.DISTILLATIONdistilled off
3. 3
   SonstigeCrude 60 was purified by column chromatography on silica gel

Vorschrift

2-[4-(6-Benzyloxyhexanoylamino)-phenoxy]-propionic acid methyl ester 59 (15 g, 37.59 mmol) was dissolved in methanol (150 ml) in a pressure vessel. Palladium on carbon (50% wet, 5%, 15 g) was added and the mixture stirred under hydrogen atmosphere (4 kg) for 16 hrs. Catalyst was removed by filtration and methanol distilled off. Crude 60 was purified by column chromatography on silica gel using chloroform as eluant to get pure 60 (6 g, 51.6%) as a white powder with an m.p between 62-64.5° C.

Quelle