反应 #1269887

反应方程式

NaOH

2-Butyl-5-hydroxyisoindolin-1-one

K2CO3

(2,6-dimethyl-4-phenylpyridin-3-yl)methyl methanesulfonate

→

2-butyl-5-((2,6-dimethyl-4-phenylpyridin-3-yl)methoxy)isoindolin-1-one

收率 19.6%

溶剂

water

DMF

反应条件

后处理

1. 1
   workup.ADDITIONwas added
2. 2
   萃取The reaction mixture was extracted with EtOAc
3. 3
   洗涤the combined organic layers were washed with water
4. 4
   干燥dried with MgSO4
5. 5
   其他the solvent was removed in vacuo
6. 6
   其他Purification by flash chromatography (DCM/MeOH, gradient 1-5% MeOH)

实验过程

2-Butyl-5-hydroxyisoindolin-1-one (366 mg, 1.78 mmol), K2CO3 (493 mg, 3.57 mmol) and KI (296 mg, 1.78 mmol) were added to a solution of (2,6-dimethyl-4-phenylpyridin-3-yl)methyl methanesulfonate (520 mg, 1.78 mmol) in DMF (18 mL). After stirring overnight at room temperature (rt), water was added and the pH was adjusted to 13-14 using aqueous NaOH (1 M). The reaction mixture was extracted with EtOAc, the combined organic layers were washed with water, dried with MgSO4 and the solvent was removed in vacuo. Purification by flash chromatography (DCM/MeOH, gradient 1-5% MeOH) provided 2-butyl-5-((2,6-dimethyl-4-phenylpyridin-3-yl)methoxy)isoindolin-1-one (140 mg, 19%). ESI-MS [M+H]+=401.2.

来源