Reaktion #4775

Reaktionsgleichung

ethyl 2-(3,4-dimethoxybenzoyl)-2-(dimethylaminomethylene)acetate

acetoamidine hydrochloride

triethylamine

→

ethyl 2-methyl-4-(3,4-dimethoxyphenyl)-5-pyrimidinecarboxylate

Ausbeute 45.9%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was evaporated in vacuo
2. 2
   workup.DISSOLUTIONthe residue was dissolved in a mixture of ethyl acetate and water
3. 3
   WaschenThe separatedorganic layer was washed with brine
4. 4
   Trocknendried over magnesium sulfate
5. 5
   Sonstigeevaporated in vacuo
6. 6
   SonstigeThe residue was crystallized from ethyl ether

Vorschrift

A solution of ethyl 2-(3,4-dimethoxybenzoyl)-2-(dimethylaminomethylene)acetate (31 g), acetoamidine hydrochloride (13.3 g) and triethylamine (16.2 g) in ethanol (200 ml) was refluxed for 10 hours under stirring. The reaction mixture was evaporated in vacuo and the residue was dissolved in a mixture of ethyl acetate and water. The separatedorganic layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was crystallized from ethyl ether to give ethyl 2-methyl-4-(3,4-dimethoxyphenyl)-5-pyrimidinecarboxylate (14 g).

Quelle