Реакция #2045054

ord-6cd49050e6f4430f83d6887c11fd25e2

Уравнение реакции

COC(=O)C(C)Oc1ccc(NC(=O)CCCCCOCc2ccccc2)cc1
2-[4-(6-Benzyloxyhexanoylamino)phenoxy]propionic acid methyl ester
COC(=O)C(C)Oc1ccc(NC(=O)CCCCCO)cc1
79
Выход 51.6%
COC(=O)C(C)Oc1ccc(NC(=O)CCCCCO)cc1
2-[4-(6-Hydroxyhexanoylamino)phenoxy]propionic acid methyl ester
Выход 51.6%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеCatalyst was removed by filtration and methanol
  2. 2
    workup.DISTILLATIONdistilled off
  3. 3
    ДругоеThe crude 79 was purified by column chromatography on silica gel

Методика

2-[4-(6-Benzyloxyhexanoylamino)phenoxy]propionic acid methyl ester 78 (15 g, 37.59 mmol) was dissolved in methanol (150 ml) in a pressure vessel, palladium on carbon (50% wet, 5%, 15 g) added and the mixture stirred under a hydrogen atmosph. (4 Kg) for 16 hrs. Catalyst was removed by filtration and methanol distilled off. The crude 79 was purified by column chromatography on silica gel using chloroform as eluant to get pure 79 (6 g, 51.6%) as a white powder. M.p: 62-64.5° C.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08409559B2uspto-grants-2013_04