Réaction #1160211

Équation de réaction

2-hydroxy-4,6-dimethoxypyrimidine

methyl 2-bromohexanoate

N,N-dimethylformamide

potassium carbonate

→

desired product

Rendement 73.7%

methyl 2-(4,6-dimethoxypyrimidin-2-yl)oxyhexanoate

Rendement 73.7%

Solvants

water

Conditions de réaction

Traitement

1. 1
   ExtractionThis aqueous mixture was extracted with ethyl ether
2. 2
   ExtractionThe ethyl ether extract
3. 3
   Lavagewas washed with water
4. 4
   Autredried
5. 5
   AutreThen, ethyl ether was removed by distillation under reduced pressure
6. 6
   Autreto obtain a slightly yellow oily substance
7. 7
   AutreThe slightly yellow oily substance was purified by silica gel column chromatography (eluent: hexane/ethyl acetate =6/1)

Mode opératoire

3.5 g of 2-hydroxy-4,6-dimethoxypyrimidine, 4.7 g of methyl 2-bromohexanoate, 50 ml of N,N-dimethylformamide and 3.3 g of anhydrous potassium carbonate were stirred at a temperature of from 85° to 90° C. for 3 hours. The reaction mixture was cooled to room temperature and then diluted with water. This aqueous mixture was extracted with ethyl ether. The ethyl ether extract was washed with water and dried. Then, ethyl ether was removed by distillation under reduced pressure to obtain a slightly yellow oily substance. The slightly yellow oily substance was purified by silica gel column chromatography (eluent: hexane/ethyl acetate =6/1) to obtain 4.7 g of the desired product.

Source