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 a solution of 2-[1-[2-[4-(p-toluidino)piperidin-1-yl]ethyl]cyclooctyl]ethanol (synthesized in Example 73) (0.53 g) in tetrahydrofuran (7 mL) were added triethylamine (0.79 mL) and 2-furoyl chloride (0.35 mL) successively. The solution was stirred at room temperature for 1 hour. To the reaction solution was added methanol (7 mL) and a 3N aqueous potassium hydroxide solution (4.7 mL), and it was stirred at room temperature for 15 hours. Water was added to the reaction solution and it was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by chromatography [silica gel, methanol-chloroform (5:95)] to give the title compound (0.55 g).
WORKUP
后处理
- extractionwas extracted with ethyl acetate
- washThe organic layer was washed with saturated aqueous sodium chloride solution
- dry with materialdried over anhydrous sodium sulfate
- concentrationconcentrated under reduced pressure
- customThe resulting residue was purified by chromatography [silica gel, methanol-chloroform (5:95)]