Réaction #2560

Équation de réaction

N-(2-hydroxyethyl)-3-methoxy-N-(2-methoxyphenyl)benzamide

triethylamine

→

title compound

Rendement 65.6%

N-Formylmethyl-3-methoxy-N-(2-methoxyphenyl)benzamide

Rendement 65.6%

Solvants

DMSO

DMSO

Conditions de réaction

Traitement

1. 1
   Autreat room temperature
2. 2
   Extractionextracted with ethyl acetate
3. 3
   Lavagewashed with water and saturated brine
4. 4
   SéchageThe resulting organic layer was dried on anhydrous magnesium sulfate
5. 5
   Autrethe solvent was removed by evaporation

Mode opératoire

In an atmosphere of argon, N-(2-hydroxyethyl)-3-methoxy-N-(2-methoxyphenyl)benzamide (339 mg, 1.12 mmol) was dissolved in DMSO (4 ml) to which were subsequently added dropwise triethylamine (0.724 ml, 5.20 mmol) and a DMSO solution (8 ml) of a sulfur trioxide-pyridine complex (844 mg, 5.20 mmol) at room temperature. After 20 minutes of stirring at the same temperature, this was mixed with ice water (40 ml) and extracted with ethyl acetate, and then washed with water and saturated brine. The resulting organic layer was dried on anhydrous magnesium sulfate, and the solvent was removed by evaporation to obtain 220 mg (65.6%) of the title compound the form of light yellow solid.

Source