Reacción #2045055

Ecuación de reacción

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

→

81

Rendimiento 62.8%

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

Rendimiento 62.8%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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°

Fuente