反应详情

A solution of 175 mg of 2-cyanoaziridine and 0.36 mL of triethylamine in 5 mL of THF was cooled and stirred in an ice bath. A solution of 550 mg of 4-Nitrophenyl chloroformate in 2.5 mL of THF was added at a rate that kept the temperature below 10° C. When the addition was complete, the solution was stirred 2 hours at room temperature and then filtered to remove triethylamine hydrochloride. The filtrate was concentrated under reduced pressure and the residual oil was stirred with 5 mL of toluene for 30 minutes. The pale yellow precipitate that formed was washed with toluene (2×5 mL) and dried under vacuum to afford a 33% yield of 4-nitrophenyl 2-cyanoaziridine-1-carboxylate, m.p. 100-104°C.

1. customthe temperature below 10° C
2. additionWhen the addition
3. stirringthe solution was stirred 2 hours at room temperature
4. filtrationfiltered
5. customto remove triethylamine hydrochloride
6. concentrationThe filtrate was concentrated under reduced pressure
7. stirringthe residual oil was stirred with 5 mL of toluene for 30 minutes
8. customThe pale yellow precipitate that formed
9. washwas washed with toluene (2×5 mL)
10. customdried under vacuum