反応 #640574

反応方程式

water

3-(2-Nitrobenzylamino)-1-phenylpropanol

triethylamine

triphosgene

→

3-(2-nitrobenzyl)-6-phenyl-[1,3]-oxazinan-2-one

収率 129.9%

溶媒

toluene

toluene

反応条件

後処理

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
   抽出extracted with ethyl acetate
6. 6
   洗浄The organic layer was washed with 0.1N hydrochloric acid water
7. 7
   乾燥dried over anhydrous sodium sulfate
8. 8
   その他the solvent was evaporated under reduced pressure
9. 9
   洗浄The residue was washed with a mixture of ether-ethyl acetate (1:2)

実験手順

3-(2-Nitrobenzylamino)-1-phenylpropanol (3.00 g, 10.5 mmol), triethylamine (4.24 g, 42.0 mmol) were dissolved in toluene (50 ml). Under ice cooled condition, a solution in which triphosgene (1.24 g, 4.19 mmol) was dissolved in toluene (5 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 0.1N hydrochloric acid water and then dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The residue was washed with a mixture of ether-ethyl acetate (1:2) to obtain 3-(2-nitrobenzyl)-6-phenyl-[1,3]-oxazinan-2-one (1.70 g).

出典