Реакция #2045049

ord-518a2e35d9c7492e91bb27515330c92e

Уравнение реакции

COC(=O)C(C)Oc1ccc(NC(=O)COCc2ccccc2)cc1
2-[4-(2-Benzyloxyacetylamino)phenoxy]propionic acid methyl ester
COC(=O)C(C)Oc1ccc(NC(=O)CO)cc1
69
Выход 36.3%
COC(=O)C(C)Oc1ccc(NC(=O)CO)cc1
2-[4-(2-Hydroxyacetylamino)phenoxy]propionic acid methyl ester
Выход 36.3%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe catalyst was removed by filtration
  2. 2
    workup.DISTILLATIONthe methanol distilled off
  3. 3
    ДругоеThe crude 69 was recrystallised in chloroform:hexane (1:6)

Методика

2-[4-(2-Benzyloxyacetylamino)phenoxy]propionic acid methyl ester 68 (15 grams, 43.7 mmol) was dissolved in methanol (150 ml) in a pressure vessel, palladium on carbon (5%, 8 g) added and the mixture stirred under a hydrogen atmosphere (2.5 Kg) for 10 hrs. The catalyst was removed by filtration and the methanol distilled off. The crude 69 was recrystallised in chloroform:hexane (1:6) to give pure 69 (4 g, 36.3%) as a white powder. M.p: 111-112.6° C.

Источник

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