Réaction #725932

ord-c234f1b57adf4809bc745cf0f4d65a6a

Équation de réaction

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

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07691364B2uspto-grants-2010_04