반응 #640580

반응 방정식

water

triethylamine

thiophosgene

2,2-Dimethyl-3-(2-nitrobenzylamino)-1-propanol

→

5,5-dimethyl-3-(2-nitrobenzyl)-[1,3]-oxazinan-2-thione

수율 88.8%

용매

chloroform

반응 조건

후처리

1. 1
   workup.STIRRINGstirred at room temperature for one hour
2. 2
   추출extracted with ethyl acetate
3. 3
   세척The organic layer was washed with a saturated brine
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   기타the solvent was evaporated under reduced pressure
6. 6
   기타The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1)

실험 절차

2,2-Dimethyl-3-(2-nitrobenzylamino)-1-propanol (1.07 g, 4.50 mmol) was dissolved in chloroform (20 ml) and the reaction solution was cooled to 0° C. Then triethylamine (1.82 g, 18.0 mmol), thiophosgene (0.52 g, 4.50 mmol) was added thereto and stirred at a temperature as is for two hours and at room temperature for one hour. The reaction mixture was added with water, stirred at room temperature for one hour and then extracted with ethyl acetate. The organic layer was washed with a saturated brine 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=1:1) to obtain 5,5-dimethyl-3-(2-nitrobenzyl)-[1,3]-oxazinan-2-thione (1.12 g).

출처