Reaction #480677

Reaction equation

4-hydroxy-2′-methylbenzanilide

2,4-dinitrofluorobenzene

potassium carbonate

→

4-(2,4-dinitrophenoxy)-2′-methybenzanilide

Yield 90.6%

Solvents

acetone

Conditions

Workup

1. 1
   Temperatureat reflux temperature
2. 2
   FiltrationThe reaction solution was filtered
3. 3
   Washprecipitate was thoroughly washed with acetone
4. 4
   ConcentrationFiltrate was concentrated
5. 5
   Otherpurified through column chromatography (developing solvent: chloroform)

Procedure

0.990 g (4.356 mmol) of 4-hydroxy-2′-methylbenzanilide and 0.811 g (4.358 mmol) of 2,4-dinitrofluorobenzene were dissolved into 20 ml of acetone. The solution was stirred for one hour at reflux temperature after the addition of 0.6 g (4.3 mmol) of potassium carbonate. The reaction solution was filtered and precipitate was thoroughly washed with acetone. Filtrate was concentrated and purified through column chromatography (developing solvent: chloroform) to yield 1.553 g of 4-(2,4-dinitrophenoxy)-2′-methybenzanilide shown in the structural formula 11 above in light yellow solid (Yield: 90.63%).

Source