反応 #1973987

反応方程式

diketene

4-bromo-2-nitroaniline

Triethylamine

→

title compound

収率 74.0%

N-(4-bromo-2-nitrophenyl)-3-oxobutanamide

収率 74.0%

溶媒

toluene

toluene

toluene

反応条件

後処理

1. 1
   温度the solution was heated
2. 2
   温度at reflux for 5 h
3. 3
   温度refluxing
4. 4
   濃縮The cooled solution was concentrated in vacuo
5. 5
   その他the crude product purified by column chromatography on silica gel eluting with 2:1 hexane/EtOAc

実験手順

A solution of diketene (0.32 ml, 4.15 mmol) in toluene (2 ml) was added to an 80° C. solution of 4-bromo-2-nitroaniline (900 mg, 4.15 mmol) in toluene (7 ml) and the solution was heated at reflux for 5 h. Triethylamine (0.58 ml, 4.15 mmol) in toluene (2 ml) was added and refluxing was continued for 30 min. The cooled solution was concentrated in vacuo and the crude product purified by column chromatography on silica gel eluting with 2:1 hexane/EtOAc to give the title compound as a yellow solid (920 mg, 74%).

出典