Réaction #452423

Équation de réaction

water

4-fluorobenzoyl chloride

4-nitroaniline

pyridine

→

N-(4-fluorobenzoyl)-4-nitroaniline

Rendement 91.3%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   workup.WAITfor an hour at room temperature
2. 2
   Autrethe solid which formed
3. 3
   Filtrationwas collected by filtration
4. 4
   LavageThe filter cake was washed with hexane (80 mL)
5. 5
   Autrewas then dried under vacuum at 60° C.

Mode opératoire

To a stirred suspension of 19.83 gm (143.56 mMol) 4-nitroaniline in 150 mL dichloromethane and 12.9 mL (159.5 mMol) pyridine at 0° C. were slowly added 24.5 gm (154.8 mMol) 4-fluorobenzoyl chloride. The reaction mixture was then stirred for 15 minutes at 0° C., at which time the reaction mixture became homogeneous, and then for an hour at room temperature. To this mixture were then added 100 mL water and the solid which formed was collected by filtration. The filter cake was washed with hexane (80 mL) followed by water (100 mL) and it was then dried under vacuum at 60° C. to give 34.1 gm (91%) N-(4-fluorobenzoyl)-4-nitroaniline.

Source