反応 #7907

反応方程式

sodium hydrogen carbonate

2-(2-aminoethyl)-1-methylpyrrolidine

carbon disulfide

ethyl chloroformate

→

2-(2-isothiocyanatoethyl)-1-methylpyrrolidine

収率 43.2%

溶媒

water

water

反応条件

後処理

1. 1
   温度The resulting mixture was maintained at 0° C. for an additional 30 minutes
2. 2
   温度The resulting mixture was maintained at room temperature for an additional 30 minutes
3. 3
   抽出The mixture was extracted with diethyl ether (2×50 mL)
4. 4
   洗浄washed with brine (15 mL)
5. 5
   乾燥dried over anhydrous sodium sulfate
6. 6
   ろ過filtered
7. 7
   濃縮concentrated
8. 8
   その他to give a pale yellow oil
9. 9
   workup.DISTILLATIONThe oil was purified by vacuum distillation

実験手順

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.

出典