Reaktion #2560

Reaktionsgleichung

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

triethylamine

→

title compound

Ausbeute 65.6%

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

Ausbeute 65.6%

Lösungsmittel

DMSO

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat room temperature
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   Waschenwashed with water and saturated brine
4. 4
   TrocknenThe resulting organic layer was dried on anhydrous magnesium sulfate
5. 5
   Sonstigethe solvent was removed by evaporation

Vorschrift

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.

Quelle