Reaktion #80283

Reaktionsgleichung

4-allyloxycarbonyl-5-(4,6-dimethoxypyrimidin-2-yl)oxy-2-methylbenzofuran-3-carbonyl chloride

dimethylamine

water

→

desired compound

Ausbeute 60.0%

Allyl 5-(4,6-Dimethoxypyrimidin-2-yl)oxy-3-dimethylcarbamoyl-2-methylbenzofuran-4-carboxylate

Ausbeute 60.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder cooling with ice
2. 2
   Extraktionextracted with dichloromethane
3. 3
   WaschenThe organic layer was washed with water
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   SonstigeThe oily substance obtained by concentration under reduced pressure
6. 6
   Sonstigewas purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1)

Vorschrift

3.0 g of 4-allyloxycarbonyl-5-(4,6-dimethoxypyrimidin-2-yl)oxy-2-methylbenzofuran-3-carbonyl chloride was dissolved in 13 ml of dichloromethane, and 1.5 g of a 50% dimethylamine aqueous solution was dropwise added thereto under cooling with ice. After stirring for 30 minutes, the reaction solution was poured into water and extracted with dichloromethane. The organic layer was washed with water and then dried over anhydrous sodium sulfate. The oily substance obtained by concentration under reduced pressure, was purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1) to obtain 1.84 g (yield: 60%) of the desired compound.

Quelle