反応 #9575

反応方程式

hydrochloric acid

Diethyl malonate

2-bromoaniline

sodium carbonate

→

N-(2-bromophenyl)malonamic acid

収率 57.3%

溶媒

methanol

water

反応条件

後処理

1. 1
   その他to collect the volatiles
2. 2
   温度to cool to ambient temperature overnight
3. 3
   その他a precipitate formed
4. 4
   その他The precipitate was isolated by filtration
5. 5
   温度The mixture was heated
6. 6
   温度at reflux for two hours
7. 7
   温度to cool to ambient temperature
8. 8
   温度cooled to 0° C
9. 9
   その他a white precipitate formed
10. 10
    その他The precipitate was isolated by filtration
11. 11
    洗浄washed with water
12. 12
    その他dried overnight on the filter funnel

実験手順

Diethyl malonate (101 mL, 0.989 mol) and 2-bromoaniline (50.g, 0.291 mol) were combined and heated at 180° C. for six hours. A Dean-Stark trap was used to collect the volatiles. The reaction was allowed to cool to ambient temperature overnight; a precipitate formed. The precipitate was isolated by filtration and combined with methanol (160 mL), water (800 mL), and solid sodium carbonate (105 g). The mixture was heated at reflux for two hours, allowed to cool to ambient temperature, and then cooled to 0° C. The mixture was adjusted to pH 2 with the addition of 3 N hydrochloric acid; a white precipitate formed. The precipitate was isolated by filtration, washed with water, and dried overnight on the filter funnel to provide 43 g of N-(2-bromophenyl)malonamic acid as a white solid.

出典