Reaktion #80276

Reaktionsgleichung

water

methyl 2-ethoxy-5-hydroxy-2,3-dihydrobenzofuran-4-carboxylate

4,6-dimethoxy-2-methylsulfonylpyrimidine

potassium carbonate

→

desired compound

Ausbeute 95.0%

Methyl 5-(4,6-Dimethoxypyrimidin-2-yl)oxy-2-ethoxy-2,3-dihydrobenzofuran-4-carboxylate

Ausbeute 95.0%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Sonstigewas returned to room temperature
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe organic layer was washed with water
5. 5
   Trocknendried over anhydrous sodium sulfate
6. 6
   EinengenIt was concentrated under reduced pressure
7. 7
   Sonstigethe oily substance thereby obtained
8. 8
   Sonstigewas purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1)

Vorschrift

A mixture comprising 1.0 g of methyl 2-ethoxy-5-hydroxy-2,3-dihydrobenzofuran-4-carboxylate, 1.0 g of 4,6-dimethoxy-2-methylsulfonylpyrimidine and 0.78 g of potassium carbonate in 30 ml of N,N-dimethylformamide, was heated and stirred at 100° C. for two hours. The mixture was returned to room temperature, then poured into water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous sodium sulfate. It was concentrated under reduced pressure, and the oily substance thereby obtained was purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1) to obtain 1.5 g (yield: 95%) of the desired compound.

Quelle