反应 #49184

反应方程式

MeOH CHCl3

Amine

5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-pyrrolidin-3-ol

triethyl amine

compound 43a

6-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-hexanoic acid pentafluorophenyl ester

→

2-(6-{2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-pyrrolidin-1-yl}-6-oxo-hexyl)-isoindole-1,3-dione

溶剂

dichloromethane

dichloromethane

反应条件

后处理

1. 1
   其他was brought to ambient temperature
2. 2
   洗涤washed with 5% NaOH solution (3×50 mL)
3. 3
   干燥The organic layer was dried over anhydrous sodium sulfate
4. 4
   过滤filtered
5. 5
   其他evaporated to dryness
6. 6
   其他Upon purification over silica gel compound 44a
7. 7
   其他was obtained as foamy white solid in good yield

实验过程

Amine 38 (9.32 g, 22.2 mmol) and triethyl amine (4.55 g, 6.27 mL, 45 mmol) weres dissolved in anhydrous dichloromethane (20 mL) and cooled to 0° C. under argon. To that solution was added compound 43a (9.5 g, 22.2 mmol) at 0° C. The reaction mixture was brought to ambient temperature and stirred further. After 30 mins, disappearance of starting materials were ascertained by TLC. (10% MeOH/CHCl3). The reaction mixture was diluted with dichloromethane (100 mL) and washed with 5% NaOH solution (3×50 mL) followed by water and brine. The organic layer was dried over anhydrous sodium sulfate, filtered and evaporated to dryness. Upon purification over silica gel compound 44a was obtained as foamy white solid in good yield. (13.2 g, 89%).

来源