Réaction #725938

Équation de réaction

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

→

81

Rendement 62.8%

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

Rendement 62.8%

Solvants

methanol

Conditions de réaction

Traitement

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

Mode opératoire

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°

Source