反应 #640577

反应方程式

water

2-Methyl-4-(2-nitrobenzylamino)butanol

triethylamine

triphosgene

→

6-methyl-3-(2-nitrobenzyl)-[1,3]-oxazepan-2-one

收率 89.9%

溶剂

toluene

toluene

反应条件

后处理

1. 1
   workup.ADDITIONwas slowly added dropwise
2. 2
   温度heated
3. 3
   温度to reflux for six hours
4. 4
   温度to cool
5. 5
   萃取extracted with ethyl acetate
6. 6
   洗涤The organic layer was washed with 0.1 N hydrochloric acid water
7. 7
   干燥dried over anhydrous sodium sulfate
8. 8
   其他the solvent was evaporated under reduced pressure
9. 9
   其他The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1)

实验过程

2-Methyl-4-(2-nitrobenzylamino)butanol (5.00 g, 21.0 mmol), triethylamine (8.49 g, 84.1 mmol) were dissolved in toluene (50 ml). Under ice cooled condition, a solution in which triphosgene (2.50 g, 8.42 mmol) was dissolved in toluene (10 ml) was slowly added dropwise thereto and heated to reflux for six hours after stirred at room temperature for one hour. The reaction mixture was poured into water and, after standing to cool, extracted with ethyl acetate. The organic layer was washed with 0.1 N hydrochloric acid water and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to obtain 6-methyl-3-(2-nitrobenzyl)-[1,3]-oxazepan-2-one (2.00 g).

来源