反应详情

In a round bottom flask equipped with reflux condenser under nitrogen, a solution of ethyl [1-(cyclopropylcarbonyl)-3-azetidinyl]acetate (0.433 g, 2.097 mmol) and hydrazine monohydrate (1.3 mL, 41.9 mmol) in ethanol (10 mL) was stirred at 80° C. for 16.5 h. The reaction was cooled to room temperature and concentrated in vacuo. The residue was then concentrated down from methanol and then toluene. The residue was dissolved in dichloromethane, filtered through sodium sulfate, and concentrated in vacuo to a colorless oil. The oil still looked wet and was too heavy, so it was dissolved again in dichloromethane and filtered through sodium sulfate, rinsing with additional dichloromethane. The combined organics were concentrated in vacuo and then concentrated under high vacuum pressure to yield the crude title product as a yellow oil (0.316 g, 86% pure, 66% yield). MS(ES)+ m/e 198.1 [M+H]+, 395.1 [2M+H]+.

1. customIn a round bottom flask equipped
2. temperaturewith reflux condenser under nitrogen
3. concentrationconcentrated in vacuo
4. concentrationThe residue was then concentrated down from methanol
5. dissolutionThe residue was dissolved in dichloromethane
6. filtrationfiltered through sodium sulfate
7. concentrationconcentrated in vacuo to a colorless oil
8. dissolutionwas dissolved again in dichloromethane
9. filtrationfiltered through sodium sulfate
10. washrinsing with additional dichloromethane
11. concentrationThe combined organics were concentrated in vacuo
12. concentrationconcentrated under high vacuum pressure