Réaction #2045033

ord-f716176133be4fa3bc40ae584ace98cd

Équation de réaction

O=C(COc1ccc([N+](=O)[O-])cc1)OCCO
(4-Aminophenoxy)acetic acid methyl ester
O=C(COc1ccc([N+](=O)[O-])cc1)OCCO
(4-Nitro-phenoxy)-acetic acid-2-hydroxy-ethyl ester
Nc1ccc(OCC(=O)OCCO)cc1
46
Rendement 22.8%
Nc1ccc(OCC(=O)OCCO)cc1
(4-Amino-phenoxy)-acetic acid 2-hydroxy-ethyl ester
Rendement 22.8%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe catalyst was removed by filtration, ethyl acetate
  2. 2
    workup.DISTILLATIONwas distilled off
  3. 3
    workup.ADDITIONhexane was added
  4. 4
    FiltrationThe solid product was filtered
  5. 5
    Autredried

Mode opératoire

(4-Aminophenoxy)acetic acid methyl ester 41 (1 g, 4.15 mmol) was dissolved in ethyl acetate in a pressure vessel, palladium on carbon (5%, 0.5 g) was added and the mixture was stirred under an atmosphere of hydrogen (0.5 Kg) for one hour. The catalyst was removed by filtration, ethyl acetate was distilled off and hexane was added. The solid product was filtered and dried to give pure 46 (0.2 g, 22.8%) as a brown powder. M.p: 104-106.3° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08409559B2uspto-grants-2013_04