Reacción #1573

Ecuación de reacción

ethyl acetate

Acetyl chloride

4-chloro-2-fluoroaniline

triethylamine

→

title product

4'--Chloro-2'-fluoroacetanilide

Disolventes

ethanol

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawhile maintaining the reaction mixture temperature below 20° C
2. 2
   workup.ADDITIONAfter the addition
3. 3
   LavadoThe organic solution is washed sequentially with water and brine
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   Concentraciónconcentrated in vacuo
6. 6
   Otroto obtain an off-white solid
7. 7
   workup.STIRRINGis stirred for several minutes
8. 8
   Filtraciónfiltered

Procedimiento

Acetyl chloride (24.2 mL, 0.34 mol) is added slowly to a solution of 4-chloro-2-fluoroaniline (49.4 g, 0.34 mol), and triethylamine (47 mL, 0.34 mol) in tetrahydrofuran while maintaining the reaction mixture temperature below 20° C. After the addition is complete, the reaction mixture is stirred overnight at room temperature, and poured into ethyl acetate. The organic solution is washed sequentially with water and brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to obtain an off-white solid. A mixture of the solid in ethanol is stirred for several minutes, and filtered to give the title product as a white solid.

Fuente