反応 #172402

反応方程式

hydrochloric acid

potassium tert-butoxide

3-methoxypyridin-2(1H)-one

1-fluoro-2-methyl-4-nitrobenzene

→

3-Methoxy-1-(2-methyl-4-nitrophenyl)pyridin-2(1H)-one

溶媒

water

dimethyl sulphoxide

反応条件

後処理

1. 1
   温度the reaction solution is heated at 80° C. for 20 h
2. 2
   抽出The solution is extracted repeatedly with dichloromethane
3. 3
   洗浄The combined organic extracts are washed with water and saturated sodium chloride solution
4. 4
   乾燥dried over sodium sulphate
5. 5
   ろ過filtered
6. 6
   その他evaporated under reduced pressure
7. 7
   その他The solid obtained
8. 8
   洗浄is washed with a little tert-butyl methyl ether
9. 9
   ろ過filtered off
10. 10
    その他dried under reduced pressure

実験手順

28.5 g (228 mol) of 3-methoxypyridin-2(1H)-one are dissolved in 850 ml of dimethyl sulphoxide, and 31 g (273 mmol) of potassium tert-butoxide are added at RT. The suspension is stirred at RT for 30 min, and 35 g (228 mmol) of 1-fluoro-2-methyl-4-nitrobenzene are then added, and the reaction solution is heated at 80° C. for 20 h. The solution is then carefully diluted with 1 l of water and adjusted to pH 1-2 using 1N hydrochloric acid. The solution is extracted repeatedly with dichloromethane. The combined organic extracts are washed with water and saturated sodium chloride solution, dried over sodium sulphate, filtered and evaporated under reduced pressure. The solid obtained is washed with a little tert-butyl methyl ether, filtered off and dried under reduced pressure. This gives 42.8 g (72% of theory) of the desired compound.

出典