Реакция #640580

Уравнение реакции

water

triethylamine

thiophosgene

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

→

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

Выход 88.8%

Растворители

chloroform

Условия реакции

Обработка

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

Методика

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).

Источник