Réaction #1351395

Équation de réaction

2-(4-(furan-2-yl)-phenyl)-2-methyl-propionamide

CH3CN CCl4 H2O

→

title compound

2-(4-(carboxy)-phenyl)-2-methyl-propionamide

Solvants

ethyl acetate

Conditions de réaction

Traitement

1. 1
   Lavagewashed with water and brine
2. 2
   Séchagedried over MgSO4
3. 3
   Concentrationconcentrated

Mode opératoire

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).

Source