反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To ethyl 4-methyl-5-vinylisoxazole-3-carboxylate (3 g, 16.56 mmol) in THF (40 mL) and water (20 mL) at room temperature, was added sodium periodate (10.62 g, 49.7 mmol) and Osmium ENCAT 40 (828 mg, 0.248 mmol). The reaction mixture was stirred at room temperature over the weekend. The resulting mixture was filtered over Celite® (5 g), washing with EtOAc. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic extracts were dried over MgSO4, filtered and the solvent was removed under reduced pressure. The crude material was suspended in DCM, sonicated and passed through a phase separating cartridge. The eluent was collected and the solvent removed under reduced pressure to afford the title compound;
WORKUP
后处理
- filtrationThe resulting mixture was filtered over Celite® (5 g)
- washwashing with EtOAc
- customThe layers were separated
- extractionthe aqueous layer was extracted with EtOAc
- dry with materialThe combined organic extracts were dried over MgSO4
- filtrationfiltered
- customthe solvent was removed under reduced pressure
- customsonicated
- customseparating cartridge
- customThe eluent was collected
- customthe solvent removed under reduced pressure