Reaktion #725936

Reaktionsgleichung

4-(6-Benzyloxyhexanoylamino)phenoxyacetic acid methyl ester

→

77

Ausbeute 24.4%

4-(6-Hydroxyhexanoylamino)phenoxyacetic acid methyl ester

Ausbeute 24.4%

Lösungsmittel

methanol

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle