반응 #7907

반응 방정식

sodium hydrogen carbonate

2-(2-aminoethyl)-1-methylpyrrolidine

carbon disulfide

ethyl chloroformate

→

2-(2-isothiocyanatoethyl)-1-methylpyrrolidine

수율 43.2%

용매

water

water

반응 조건

후처리

1. 1
   온도The resulting mixture was maintained at 0° C. for an additional 30 minutes
2. 2
   온도The resulting mixture was maintained at room temperature for an additional 30 minutes
3. 3
   추출The mixture was extracted with diethyl ether (2×50 mL)
4. 4
   세척washed with brine (15 mL)
5. 5
   건조dried over anhydrous sodium sulfate
6. 6
   여과filtered
7. 7
   농축concentrated
8. 8
   기타to give a pale yellow oil
9. 9
   workup.DISTILLATIONThe oil was purified by vacuum distillation

실험 절차

A mixture of carbon disulfide (0.996 mL, 16.57 mmol) in water (5 mL) was cooled to 0° C. Then 2-(2-aminoethyl)-1-methylpyrrolidine (2.4 mL, 16.57 mmol) was added over 45 minutes. The resulting mixture was maintained at 0° C. for an additional 30 minutes and then the cooling was discontinued. Next, ethyl chloroformate (1.58 mL, 16.57 mmol) was added over a 1 h period. The resulting mixture was maintained at room temperature for an additional 30 minutes and then made basic with saturated sodium hydrogen carbonate in water. The mixture was extracted with diethyl ether (2×50 mL). The extracts were combined, washed with brine (15 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to give a pale yellow oil. The oil was purified by vacuum distillation to give 1.22 g of 2-(2-isothiocyanatoethyl)-1-methylpyrrolidine.

출처