Reaktion #55493

Reaktionsgleichung

hydrochloric acid

m-Anisaldehyde

N-acetylglycine

sodium acetate

→

3-methoxyphenylpyruvic acid

Ausbeute 34.1%

Lösungsmittel

water

acetic anhydride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool
2. 2
   Filtrationthe mixture was filtered
3. 3
   Sonstigeto give the crude azlactone (27.7 g) m.p. 145°-150°
4. 4
   SonstigeHydrolysis
5. 5
   Temperaturby cooling
6. 6
   Extraktionether extraction

Vorschrift

m-Anisaldehyde (25.9 g), N-acetylglycine (15.2 g) and sodium acetate (7.8 g) were heated together under reflux in acetic anhydride (50 ml) for 3/4 hour. The mixture was allowed to cool, water (150 ml) was added and the mixture was filtered to give the crude azlactone (27.7 g) m.p. 145°-150°. Hydrolysis with boiling 1 N hydrochloric acid (450 ml) followed by cooling and ether extraction afforded 3-methoxyphenylpyruvic acid as a pale yellow oily solid (6.3 g).

Quelle