Reaktion #1573

Reaktionsgleichung

ethyl acetate

Acetyl chloride

4-chloro-2-fluoroaniline

triethylamine

→

title product

4'--Chloro-2'-fluoroacetanilide

Lösungsmittel

ethanol

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwhile maintaining the reaction mixture temperature below 20° C
2. 2
   workup.ADDITIONAfter the addition
3. 3
   WaschenThe organic solution is washed sequentially with water and brine
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Einengenconcentrated in vacuo
6. 6
   Sonstigeto obtain an off-white solid
7. 7
   workup.STIRRINGis stirred for several minutes
8. 8
   Filtrationfiltered

Vorschrift

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.

Quelle