Ethyl 2-(4-nitrophenoxy)acetate → Ethyl 2-(4-aminophenoxy)acetate

HRID 226608

Reaktionsgleichung

Reaktionsgleichung von HRID 226608
[N+:1]([C:4]1[CH:16]=[CH:15][C:7]([O:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:6][CH:5]=1)([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:15][CH:16]=1

Komponenten

4

Edukt 1

HCID 308938Ethyl 2-(4-nitrophenoxy)acetate

Produkt 1

HCID 412616Ethyl 2-(4-aminophenoxy)acetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of ethyl 4-nitrophenoxyacetate (15 g) in EtOH (400 mL) was hydrogenated at 40 PSI for 40 minutes in the presence of 10% Pd/C (1.5 g, 10% by weight). After the filtration through a celite the solvent was removed under a reduced pressure to obtain ethyl 4-aminophenoxyacetate. 1H NMR (CDCl3): δ 6.77 (d, 2H, 8.1 GHz), 6.60 (d, 2H, J=8.0 Hz), 4.50 (s, 2H), 4.24 (q, 2H), 1.24 (t, 3H); LCMS: ret. time: 12.00 min.; purity: 100%; MS (m/e): 196 (MH+).

Aufarbeitung

  1. filtrationAfter the filtration through a celite the solvent
  2. customwas removed under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-93ac187c7aba47e5839332258a3bf333
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07557210B2

Verknüpfte Notizen

Wird geladen…