Реакция #2045014

ord-7258ec19e4254638922bdf06c4638940

Уравнение реакции

CC(=O)Nc1ccc(OC(=O)COCc2ccccc2)cc1
Benzyloxyacetic acid 4-acetylamino-phenyl ester
CC(=O)Nc1ccc(OC(=O)COCc2ccccc2)cc1
Benzyloxy-acetic acid 4-acetylamino-phenyl ester
CC(=O)Nc1ccc(OC(=O)CO)cc1
25
Выход 57.4%
CC(=O)Nc1ccc(OC(=O)CO)cc1
Hydroxy-acetic acid 4-acetylamino-phenyl ester
Выход 57.4%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe catalyst was removed by filtration
  2. 2
    workup.DISTILLATIONthe methanol was then distilled off
  3. 3
    ДругоеThe crude 25 was recrystallized from mixture of chloroform:methanol (1:4)

Методика

Benzyloxyacetic acid 4-acetylamino-phenyl ester 24 (15 g, 50 mmol) was dissolved in methanol (150 ml) in a pressure vessel, palladium on carbon (5%, 8 grams) added and the mixture stirred under an atmosphere of hydrogen (3 Kg) for 20 hours. The catalyst was removed by filtration and the methanol was then distilled off. The crude 25 was recrystallized from mixture of chloroform:methanol (1:4) to get pure 25 (6 g, 57.2%) as a white powder. M.p: 144-146° C.

Источник

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