반응 #640577

반응 방정식

water

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

triethylamine

triphosgene

→

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

수율 89.9%

용매

toluene

toluene

반응 조건

후처리

1. 1
   workup.ADDITIONwas slowly added dropwise
2. 2
   온도heated
3. 3
   온도to reflux for six hours
4. 4
   온도to cool
5. 5
   추출extracted with ethyl acetate
6. 6
   세척The organic layer was washed with 0.1 N hydrochloric acid water
7. 7
   건조dried over anhydrous sodium sulfate
8. 8
   기타the solvent was evaporated under reduced pressure
9. 9
   기타The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1)

실험 절차

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).

출처