Reaktion #725898

ord-da369a46de7344a5a4e716f2f92def9d

Reaktionsgleichung

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
Ausbeute 57.4%
CC(=O)Nc1ccc(OC(=O)CO)cc1
Hydroxy-acetic acid 4-acetylamino-phenyl ester
Ausbeute 57.4%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07691364B2uspto-grants-2010_04