反応 #956398

反応方程式

4-methyl-3-nitrobenzoic acid

thionyl chloride

THF

diethylamine

→

N,N-diethyl-4-methyl-3-nitrobenzamide

溶媒

water

反応条件

後処理

1. 1
   温度was heated
2. 2
   温度under reflux for 18 hours
3. 3
   その他The reaction liquid
4. 4
   濃縮was concentrated under reduced pressure
5. 5
   その他to give a red-brown oil
6. 6
   workup.ADDITIONwas added under ice cooling
7. 7
   その他The reaction liquid
8. 8
   抽出extracted with ethyl acetate
9. 9
   洗浄The organic layer was washed with saturated aqueous sodium chloride
10. 10
    乾燥dried over anhydrous sodium sulfate
11. 11
    workup.DISTILLATIONthe solvent was distilled off under reduced pressure

実験手順

A mixture of 4-methyl-3-nitrobenzoic acid (1.97 g) and thionyl chloride (6 mL) was heated under reflux for 18 hours. The reaction liquid was concentrated under reduced pressure, followed by an azeotropic process with toluene to give a red-brown oil. To a mixture of the red-brown oil and THF (25 mL), diethylamine (2.6 mL) was added under ice cooling and stirred at room temperature for 5 hours. The reaction liquid was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride and then dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to give N,N-diethyl-4-methyl-3-nitrobenzamide (2.61 g) as a brown oil.

出典