反应详情

温度

60 °C

A solution of 168 mg of 3-hydroxybenzaldehyde dimethyl acetal in 2 ml of anhydrous dimethylformamide was stirred under nitrogen and 220 mg of potassium tert.butoxide were added. The mixture was heated at 60° C. for 1 hour, then cooled to room temperature and 114 mg of 2-chloropyrimidine were added in portions. The mixture was heated at 150° C. for 20 hours. After cooling 20 ml of water were added and the product was extracted with ethyl acetate. The extracts were washed with 10 ml of 1M sodium hydroxide solution and 5 ml of brine and then dried over anhydrous magnesium sulphate. After filtration and evaporation of the filtrate the residual brown gum was purified by column chromatography on silica gel using ethyl acetate/hexane (1:1) for the elution to give 3-(2-pyrimidinyloxy)-benzaldehyde dimethyl acetal as a syrup.

1. temperaturecooled to room temperature
2. temperatureThe mixture was heated at 150° C. for 20 hours
3. additionwere added
4. extractionthe product was extracted with ethyl acetate
5. washThe extracts were washed with 10 ml of 1M sodium hydroxide solution and 5 ml of brine
6. dry with materialdried over anhydrous magnesium sulphate
7. filtrationAfter filtration and evaporation of the filtrate the residual brown gum
8. customwas purified by column chromatography on silica gel
9. washfor the elution