Реакция #2045053

Уравнение реакции

4-(6-Benzyloxyhexanoylamino)phenoxyacetic acid methyl ester

→

77

Выход 24.4%

4-(6-Hydroxyhexanoylamino)phenoxyacetic acid methyl ester

Выход 24.4%

Растворители

methanol

dimethylformamide

Условия реакции

Обработка

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

Методика

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.

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