反応 #94009

反応方程式

sodium nitrite

Methyl acrylate

2,3-Dichloroaniline

hydrobromic acid

→

methyl 2-bromo-3-(2,3-dichlorophenyl)propionate

溶媒

water

water

acetone

反応条件

後処理

1. 1
   workup.ADDITIONtreated with a solution of 4.2 g
2. 2
   その他was kept below 15° C. until nitrogen evolution
3. 3
   抽出extracted with benzene which
4. 4
   乾燥was dried over sodium sulfate
5. 5
   その他evaporated

実験手順

8.1 g of 2,3-Dichloroaniline (0.05 mole) in acetone (100 ml.) and concentrated hydrobromic acid (16 ml.) was stirred at -5° C. and treated with a solution of 4.2 g. of sodium nitrite (0.06 mole) in water (10 ml.). Methyl acrylate (0.5 mole) (43 g.) and cuprous bromide (100 mg.) were then added at 0° C. The reaction temperature was kept below 15° C. until nitrogen evolution ceased and then stirred at 25° C. for thirty minutes. The reaction mixture was poured into water and extracted with benzene which was dried over sodium sulfate and evaporated to give methyl 2-bromo-3-(2,3-dichlorophenyl)propionate. The propionate, 156 g. (0.5 mole) was dissolved in glacial acetic acid (1 l.) and stirred. Zinc dust 65 g. (1 mole) was added in portions and the mixture was stirred for one hour, filtered and evaporated to give methyl 3-(2,3-dichlorophenyl)propionate.

出典