Réaction #725937

Équation de réaction

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

→

79

Rendement 51.6%

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

Rendement 51.6%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   AutreCatalyst was removed by filtration and methanol
2. 2
   workup.DISTILLATIONdistilled off
3. 3
   AutreThe crude 79 was purified by column chromatography on silica gel

Mode opératoire

2-[4-(6-Benzyloxyhexanoylamino)phenoxy]propionic acid methyl ester 78 (15 g, 37.59 mmol) was dissolved in methanol (150 ml) in a pressure vessel, palladium on carbon (50% wet, 5%, 15 g) added and the mixture stirred under a hydrogen atmosph. (4 Kg) for 16 hrs. Catalyst was removed by filtration and methanol distilled off. The crude 79 was purified by column chromatography on silica gel using chloroform as eluant to get pure 79 (6 g, 51.6%) as a white powder. M.p: 62-64.5° C.

Source