2-Methylaziridine → HCID 45087976, compound

To a cold (−78° C.) solution of 2-methylaziridine (5.6 g, 99 mmol) and N,N-diisopropylethylamine (18.8 mL, 108 mmol) in dichloromethane (250 mL) under an atmosphere of nitrogen, ethyl bromoacetate (10 mL, 90 mmol) was added over a period of 1 h. The resultant mixture was allowed to slowly warm up and stirred at room temperature overnight. The resultant mixture was concentrated under vacuum, and the residue was suspended in chloroform. A stream of anhydrous ammonia gas was bubbled into the mixture with stirring for a period of 15 min. The resultant suspension was filtered, and the filtrate concentrated under vacuum. The residue was further treated with anhydrous diethyl ether and the milky solution filtered through a pad of Celite. The filtrate was concentrated under vacuum, and the residue subjected to distillation under reduced pressure (bp ˜60° C., 18 torr) to provide the title compound as colorless oil.

1. temperatureto slowly warm up
2. concentrationThe resultant mixture was concentrated under vacuum
3. customA stream of anhydrous ammonia gas was bubbled into the mixture
4. stirringwith stirring for a period of 15 min
5. filtrationThe resultant suspension was filtered
6. concentrationthe filtrate concentrated under vacuum
7. additionThe residue was further treated with anhydrous diethyl ether
8. filtrationthe milky solution filtered through a pad of Celite
9. concentrationThe filtrate was concentrated under vacuum
10. distillationthe residue subjected to distillation under reduced pressure (bp ˜60° C., 18 torr)

ORD record

ord-325205b20c5846a0af85587dd84e77e0

Source dataset

uspto-grants-2009_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07517532B2