Reacción #1172511

Ecuación de reacción

potassium

4-hydroxyacetophenone

methyl 2-chloropropanoate

→

methyl 2-(4-acetylphenoxy)propanoate

Rendimiento 80.4%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe reaction is filtered
2. 2
   Otroto remove KCl
3. 3
   Concentraciónthe filtrate is concentrated under reduced pressure
4. 4
   Otroto remove DMF
5. 5
   workup.DISSOLUTIONThe product is dissolved in ethyl acetate (300 mL)
6. 6
   Extracciónextracted with 2N NaOH (2×100 mL) and water (100 mL)
7. 7
   OtroThe organic phase is dried
8. 8
   Concentraciónconcentrated

Procedimiento

To a solution of the potassium salt of 4-hydroxyacetophenone (25.0 g, 0.14 mol) in dimethylformamide (DMF) (100 mL) is added methyl 2-chloropropanoate (24.5 g, 0.20 mol) over 30 minutes and stirred at 85-90° C. for 3 hours under nitrogen. The reaction is filtered to remove KCl and the filtrate is concentrated under reduced pressure to remove DMF and the product analyzed by GLC. The product is dissolved in ethyl acetate (300 mL) and extracted with 2N NaOH (2×100 mL) and water (100 mL). The organic phase is dried and concentrated to give pure methyl 2-(4-acetylphenoxy)propanoate (25 g) (yield 64%).

Fuente