反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
CONDITIONS
反应条件
- 温度
- -78 °C
PROCEDURE
实验过程
To a solution of 2-[5-(2,6-dimethyl-phenyl)-1-(4-isopropyl-phenyl)-1H-pyrrolo[2,3-c]pyridin-3-ylmethyl]-pentanoic acid ethyl ester (120 mg, 0.23 mmol) at −78° C., DIBAL (1M sol in toluene, 1.0 mL, 1.0 mmol) is added, and the mixture is stirred for 3 h at −78° C. The temperature of the mixture is allowed to gradually warm up to room temperature. To the mixture, a saturated aqueous Rochelle's salt solution (10 mL) is added, and the resultant suspension is stirred for 2 h at room temperature. The organic phase is separated, and the aqueous portion is extracted with DCM. The combined organic extracts are washed with brine and dried over Na2SO4. The solvent is removed under reduced pressure, and the residue purified by chromatography on silica gel (hexane-EtOAc, 1:1) to afford 2-[5-(2,6-diethyl-phenyl)-1-(4-isopropyl-phenyl)-1H-pyrrolo[2,3-c]pyridin-3-ylmethyl]-pentan-1-ol as colorless oil.
WORKUP
后处理
- temperatureto gradually warm up to room temperature
- customThe organic phase is separated
- extractionthe aqueous portion is extracted with DCM
- washThe combined organic extracts are washed with brine
- dry with materialdried over Na2SO4
- customThe solvent is removed under reduced pressure
- customthe residue purified by chromatography on silica gel (hexane-EtOAc, 1:1)