تفاعل #75551

معادلة التفاعل

sodium hydrogen carbonate

2-(2-aminoethyl)-1-methylpyrrolidine

carbon disulfide

ethyl chloroformate

→

2-(2-isothiocyanatoethyl)-1-methylpyrrolidine

المردود 43.2%

المذيبات

water

water

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المعالجة

1. 1
   درجة الحرارةThe resulting mixture was maintained at 0° C. for an additional 30 minutes
2. 2
   درجة الحرارةThe resulting mixture was maintained at room temperature for an additional 30 minutes
3. 3
   استخلاصThe mixture was extracted with diethyl ether (2×50 mL)
4. 4
   غسيلwashed with brine (15 mL)
5. 5
   تجفيفdried over anhydrous sodium sulfate
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated
8. 8
   أخرىto give a pale yellow oil
9. 9
   workup.DISTILLATIONThe oil was purified by vacuum distillation

الإجراء التجريبي

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.

المصدر