Reaktion #2045033

ord-f716176133be4fa3bc40ae584ace98cd

Reaktionsgleichung

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
Ausbeute 22.8%
Nc1ccc(OCC(=O)OCCO)cc1
(4-Amino-phenoxy)-acetic acid 2-hydroxy-ethyl ester
Ausbeute 22.8%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe 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
    Sonstigedried

Vorschrift

(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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08409559B2uspto-grants-2013_04