Réaction #80271

Équation de réaction

water

4-formyl-5-hydroxy-3-methylbenzothiophene

4,6-dimethoxy-2-methylsulfonylpyrimidine

potassium carbonate

→

desired compound

Rendement 86.0%

5-(4,6-dimethoxypyrimidin-2-yl)oxy-4-formyl-3-methylbenzothiophene

Rendement 86.0%

Solvants

N,N-dimethylformamide

Conditions de réaction

Traitement

1. 1
   Températurewas heated
2. 2
   Autrewas returned to room temperature
3. 3
   Extractionextracted with ethyl acetate
4. 4
   LavageThe organic layer was washed with water
5. 5
   Séchagedried over anhydrous sodium sulfate
6. 6
   ConcentrationThen, it was concentrated under reduced pressure
7. 7
   Autrethe oily substance thereby obtained
8. 8
   Autrewas purified by silica gel column chromatography (n-hexane/ethyl acetate=10/1)

Mode opératoire

A mixture comprising 2.1 g of 4-formyl-5-hydroxy-3-methylbenzothiophene, 2.4 g of 4,6-dimethoxy-2-methylsulfonylpyrimidine and 1.8 g of potassium carbonate in 30 ml of N,N-dimethylformamide, was heated and stirred at 70° C. for 3 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. Then, it was concentrated under reduced pressure, and the oily substance thereby obtained was purified by silica gel column chromatography (n-hexane/ethyl acetate=10/1) to obtain 3.1 g (yield: 86%) of the desired compound.

Source