Reaktion #1172511

Reaktionsgleichung

potassium

4-hydroxyacetophenone

methyl 2-chloropropanoate

→

methyl 2-(4-acetylphenoxy)propanoate

Ausbeute 80.4%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction is filtered
2. 2
   Sonstigeto remove KCl
3. 3
   Einengenthe filtrate is concentrated under reduced pressure
4. 4
   Sonstigeto remove DMF
5. 5
   workup.DISSOLUTIONThe product is dissolved in ethyl acetate (300 mL)
6. 6
   Extraktionextracted with 2N NaOH (2×100 mL) and water (100 mL)
7. 7
   SonstigeThe organic phase is dried
8. 8
   Einengenconcentrated

Vorschrift

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%).

Quelle