Reaktion #169469

ord-6b9f9ab498404a8ab71a0ea8bcffc870

Reaktionsgleichung

[Na+].[OH-]
NaOH
O=C(O)Cc1ccc([N+](=O)[O-])cc1
(4-nitro-phenyl)-acetic acid
O=S(=O)(O)O
sulphuric acid
CCO
ethanol
CCOC(=O)Cc1ccc([N+](=O)[O-])cc1
title compound
Ausbeute 98.0%
CCOC(=O)Cc1ccc([N+](=O)[O-])cc1
(4-Nitro-phenyl)-acetic acid ethyl ester
Ausbeute 98.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe reaction mixture was heated
  2. 2
    Temperaturto reflux for 16 hours
  3. 3
    Extraktionextracted with EtOAc (3×50 mL)
  4. 4
    TrocknenThe combined organic layers were dried (Na2SO4)
  5. 5
    Sonstigeevaporated in vacuo

Vorschrift

To a stirred solution of (4-nitro-phenyl)-acetic acid (3 g, 16.4 mmol) in ethanol (30 mL) was added sulphuric acid (1 mL) and the reaction mixture was heated to reflux for 16 hours. The reaction mixture was neutralized with 2N aq. NaOH solution and extracted with EtOAc (3×50 mL). The combined organic layers were dried (Na2SO4) and evaporated in vacuo to afford the title compound as a light yellow oil in 98% yield, 3.4 g.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08846698B2uspto-grants-2014_09