Triethylamine → HCID 10511513, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, pyrrolidine (363.9 μL, 4.4 mmol) and triethylamine (555.2 μL, 4.00 mmol) were dissolved in dichloromethane (5.0 mL), and the mixture was cooled to 0° C. While maintaining the reaction temperature at 0° C., 1-chloroethyl chloroformate (431.6 μL, 4.00 mmol) was added, and the mixture was stirred at 0° C. for 10 minutes and at room temperature for 20 minutes. After completing the reaction, the mixture was extracted with dichloromethane. The organic layer was washed with 1 M hydrochloric acid, a saturated aqueous solution of sodium bicarbonate, and a saturated brine, dried over anhydrous sodium sulfate, and filtered. The solvent was distilled off. The residue was then purified by silica gel column chromatography (dichloromethane, Rf=0.35) to obtain 424.2 mg (60% yield) of 1-chloro-ethyl pyrrolidine-1-carboxylate.

Provenance & Evidence