反应详情

温度

-78 °C

20 g (79 mmoles) of 4-iodo-2-methylthiopyrimidine in 165 mL of tetrahydrofuran under argon is cooled to −70° C. 45.5 mL of isopropylmagnesium chloride (2M in THF) is then slowly added to the reaction mixture, keeping the temperature at −70° C. After 30 min., a solution of 4-fluorophenyl acetyl chloride (13.7 g, 79 mmoles) in 65 mL tetrahydrofuran is added dropwise to the reaction mixture which is further stirred at −78° C. for 1 hour and allowed to reach 0° C. After 30 min. at 0° C., the reaction is poured into ice-water and extracted with ethyl acetate. The organic phase is washed with water and dried over magnesium sulfate. After concentration the oily purified by chromatography on silica gel (ethyl acetate/hexane 4/1) affording 9.5 g of 2-(4-Fluoro-phenyl)-1-(2-methylthio-pyrimidin-4-yl)-ethanone as yellow oil.

1. customat −70° C
2. customto reach 0° C
3. waitAfter 30 min. at 0° C.
4. extractionextracted with ethyl acetate
5. washThe organic phase is washed with water
6. dry with materialdried over magnesium sulfate
7. concentrationAfter concentration the
8. customoily purified by chromatography on silica gel (ethyl acetate/hexane 4/1)