反应详情

温度

100 °C

5-Hydroxyadmantan-2-one (TCI America, Portland, Oreg.; 3 g, 18.0 mmol) was dissolved in EtOH (20 mL) and the solution was added to a solution of hydroxylamine hydrochloride (12 g, 172.7 mmol) in 1N NaOH (16 mL). The mixture was heated at 100° C. for 1 hour. The EtOH was evaporated, and water and DCM were added. The separated aqueous layer was further extracted twice with DCM. The combined DCM layers were evaporated under vacuum. Crystallization from EtOAc gave 5-hydroxy-adamantan-2-one oxime (2.3 g, 71%).

1. customThe EtOH was evaporated
2. additionwater and DCM were added
3. extractionThe separated aqueous layer was further extracted twice with DCM
4. customThe combined DCM layers were evaporated under vacuum
5. customCrystallization from EtOAc