HRID1494093
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 0.378 g of 2,2-dimethyl propanol in 3 mL tetrahydrofuran is added 0.003 mL of 2.5 M n-butyllithium in hexane. To this solution is added 0.332 g methyl 8-(p-chlorophenylsulfonamido)-4-[3-(3-pyridyl)-propyl]-octanoate and the mixture is refluxed for 20 hours. The reaction is quenched by addition of 3 mL of saturated ammonium chloride solution. It is then extracted with methylene chloride (3×10 mL). The combined organic extracts are dried, filtered and evaporated to dryness to give a clear oil which is purified by preparative thin layer chromatography to obtain 2,2-dimethylpropyl 8-(p-chlorophenyl-sulfonamido)-4-[3-(3-pyridyl)-propyl]-octanoate as a pale yellow oil.
WORKUP
后处理
- temperaturethe mixture is refluxed for 20 hours
- customThe reaction is quenched by addition of 3 mL of saturated ammonium chloride solution
- extractionIt is then extracted with methylene chloride (3×10 mL)
- customThe combined organic extracts are dried
- filtrationfiltered
- customevaporated to dryness
- customto give a clear oil which
- customis purified by preparative thin layer chromatography