反应详情

Triethylamine (4.5 mL, 65.4 mmol) was added to a tetrahydrofuran (500 mL) solution of 4-morpholin-4-ylmethyl-phenylamine (F45-000, 5.16 g, 26.8 mmol). After cooling in ice cold, thiophosgene (2.45 mL, 32.1 mmol) was added. After stirring at room temperature overnight, aqueous sodium hydroxide was added until the reaction mixture became basic. The reaction mixture was extracted with ethyl acetate, washed with water and then washed with saturated sodium chloride. The extract solution was dried over anhydrous sodium sulfate, and then sodium sulfate was removed by filtration and the solvent was distilled off under reduced pressure to obtain a red syrup like substance. The syrup like substance was purified by silica gel column chromatography (hexane, ethyl acetate) to obtain 4-(4-isothiocyanatobenzyl)-morpholine (F45-00, brown oil, 5.72 g, 91%).

1. temperatureAfter cooling in ice cold
2. extractionThe reaction mixture was extracted with ethyl acetate
3. washwashed with water
4. washwashed with saturated sodium chloride
5. dry with materialThe extract solution was dried over anhydrous sodium sulfate
6. customsodium sulfate was removed by filtration
7. distillationthe solvent was distilled off under reduced pressure
8. customto obtain a red syrup like substance
9. customThe syrup like substance was purified by silica gel column chromatography (hexane, ethyl acetate)