Reaktion #170992

ord-98b7e567e1384c5fb4c91b42b9cfce80

Reaktionsgleichung

COC(=O)COCCOc1ccc([N+](=O)[O-])cc1
[2-(4-Nitrophenoxy)ethoxy]acetic acid methyl ester
COC(=O)COCCOc1ccc([N+](=O)[O-])cc1
[2-(4-Nitrophenoxy)-ethoxy]acetic acid methyl ester
COC(=O)COCCOc1ccc(N)cc1
43
Ausbeute 71.1%
COC(=O)COCCOc1ccc(N)cc1
[2-(4-Aminophenoxy)-ethoxy]-acetic acid methyl ester
Ausbeute 71.1%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigefor 30 mins
  2. 2
    FiltrationThe cat-alyst was filtered
  3. 3
    Einengenthe filtrate concentrated
  4. 4
    workup.ADDITIONhexane (3 ml) added
  5. 5
    Filtrationthe solid filtered

Vorschrift

[2-(4-Nitrophenoxy)ethoxy]acetic acid methyl ester 42 (1 g, 3.9 mmol) was dissolved in anhydrous ethyl acetate (20 ml). Palladium on carbon (10%, 0.1 g) was added and the mixture stirred under a hydrogen atmosphere using a balloon for 30 mins. The cat-alyst was filtered, the filtrate concentrated, hexane (3 ml) added, and the solid filtered to give 43 (625 mg, 70.9%) as a light brown powder with a m.p. between 51-52.5° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08846845B2uspto-grants-2014_09