Reaktion #1351395

ord-0de5536d44ec4a26ab90c97a182724fb

Reaktionsgleichung

CC(C)(C(N)=O)c1ccc(-c2ccco2)cc1
2-(4-(furan-2-yl)-phenyl)-2-methyl-propionamide
CC#N.ClC(Cl)(Cl)Cl.O
CH3CN CCl4 H2O
CC(C)(C(N)=O)c1ccc(C(=O)O)cc1
title compound
CC(C)(C(N)=O)c1ccc(C(=O)O)cc1
2-(4-(carboxy)-phenyl)-2-methyl-propionamide

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Waschenwashed with water and brine
  2. 2
    Trocknendried over MgSO4
  3. 3
    Einengenconcentrated

Vorschrift

To a solution of 2-(4-(furan-2-yl)-phenyl)-2-methyl-propionamide (reference example 26) (124 mg, 0.5 mmol) in CH3CN/CCl4/H2O (7 mL, 2/2/3) is added NaIO4 (420 mg, 2 mmol) followed by RuCl3 (H2O)(3 mg). The resulting mixture is stirred vigorously for 1.5 h, then diluted with ethyl acetate, washed with water and brine, dried over MgSO4 and concentrated to give 100 mg of the title compound as an orange solid. 1H NMR (CD3OD) d 1.58 (s, 6H), 7.50 (d, J=8 Hz, 2H), 7.98 (d, J=8 Hz, 2H). MS (EI) m/z 208 (M+H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06541505B1uspto-grants-2003_04