Réaction #725936

Équation de réaction

4-(6-Benzyloxyhexanoylamino)phenoxyacetic acid methyl ester

→

77

Rendement 24.4%

4-(6-Hydroxyhexanoylamino)phenoxyacetic acid methyl ester

Rendement 24.4%

Solvants

methanol

dimethylformamide

Conditions de réaction

Traitement

1. 1
   AutreCatalyst was removed by filtration
2. 2
   workup.DISTILLATIONthe solvents were distilled off under vacuum
3. 3
   AutreCrude 77 was purified by column chromatography on silica gel

Mode opératoire

4-(6-Benzyloxyhexanoylamino)phenoxyacetic acid methyl ester 76 (24 grams, 62.33 mmol) was dissolved in a mixture of methanol (200 ml) and dimethylformamide (50 ml) in a pressure vessel, palladium on carbon (5%, 15 g) was added and the mixture stirred under a hydrogen atm. (4 Kg) for 24 hrs. Catalyst was removed by filtration, and the solvents were distilled off under vacuum. Crude 77 was purified by column chromatography on silica gel using chloroform as eluant to get pure 77 (4.5 g, 24.4%) as a white powder. M.p: 87.5-90.4° C.

Source