反应 #49744

反应方程式

2-Fluoro-4-chloro-5-(2-methylcyclopentyl)oxyaniline

3,4,5,6-tetrahydrophthalic anhydride

→

N-{2-fluoro-4-chloro-5-(2-methylcyclopentyl)oxyphenyl}-3,4,5,6-tetrahydrophthalimide

收率 98.0%

溶剂

acetic acid

反应条件

后处理

1. 1
   温度heated for 5 hours
2. 2
   温度while refluxing
3. 3
   其他After completion of the reaction
4. 4
   萃取The mixture was extracted with ethyl acetate (30 ml×3)
5. 5
   洗涤washed with water
6. 6
   干燥a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate
7. 7
   其他The drying agent was separated by filtration
8. 8
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
9. 9
   其他the resulting pale brown oily substance was purified by silica gel column chromatography (development solvent: hexane/ethyl acetate=9/1)

实验过程

2-Fluoro-4-chloro-5-(2-methylcyclopentyl)oxyaniline (660 mg, 2.71 mmol), 3,4,5,6-tetrahydrophthalic anhydride (503 mg, 3.31 mmol) and acetic acid (10 ml) were charged into a 50 cc round-bottom flask, and heated for 5 hours while refluxing. After completion of the reaction, the reaction solution was cooled to room temperature, and poured into ice-water (100 ml). The mixture was extracted with ethyl acetate (30 ml×3), and the organic layers were combined, washed with water and a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate. The drying agent was separated by filtration, the solvent was distilled off under reduced pressure, and the resulting pale brown oily substance was purified by silica gel column chromatography (development solvent: hexane/ethyl acetate=9/1) to obtain N-{2-fluoro-4-chloro-5-(2-methylcyclopentyl)oxyphenyl}-3,4,5,6-tetrahydrophthalimide (1.00 g, 2.65 mmol, 98% yield).

来源