Reaktion #2501022

Reaktionsgleichung

[2,3-dichloro-4-(2-methylenebutyryl)phenoxy]acetic acid

N,N-Dimethylacetoacetamide

sodium

→

2,3-dichloro-4-[4-(dimethylaminocarbonyl)-6-ethyl-3-oxo-1-cyclohexen-1-yl]phenoxy-acetic acid

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 4 hours
2. 2
   Temperaturcooled
3. 3
   Einengenconcentrated
4. 4
   Extraktionextracted with chloroform
5. 5
   WaschenThe organic extracts were washed with water
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe residue was recrystallized from acetonitrile
8. 8
   workup.ADDITIONfrom a mixture of water and acetic acid

Vorschrift

N,N-Dimethylacetoacetamide (13.7 g, 0.1062M) was added at 65° to a solution of sodium (2.44 g, 0.1062M) dissolved in ethanol (200 ml). After 3-5 minutes [2,3-dichloro-4-(2-methylenebutyryl)phenoxy]acetic acid (15.2 g, 0.05M) was added and the suspension was stirred at reflux for 4 hours, cooled and concentrated. The residue was taken up in water, acidified with hydrochloric acid and extracted with chloroform. The organic extracts were washed with water and concentrated. The residue was recrystallized from acetonitrile and then from a mixture of water and acetic acid to obtain 2,3-dichloro-4-[4-(dimethylaminocarbonyl)-6-ethyl-3-oxo-1-cyclohexen-1-yl]phenoxy-acetic acid, m.p. 211° (d).

Quelle