反应 #42722

反应方程式

water

product

9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-ol

product

Hydroxydithien-2-ylacetic Acid Methyl Ester

Sodium hydride

→

title compound

收率 42.0%

Hydroxydithien-2-ylacetic Acid 9-Methyl-3-oxa-9-aza-tricyclo[3.3.1.02,4]non-7-yl Ester

收率 42.0%

溶剂

dichloromethane

反应条件

后处理

1. 1
   温度to cool to ambient temperature
2. 2
   其他The organic layer was separated
3. 3
   洗涤washed with water (2×20 mL)
4. 4
   干燥dried (magnesium sulfate)
5. 5
   过滤filtered
6. 6
   其他the solvent was removed under reduced pressure
7. 7
   其他The resulting residue was purified by flash chromatography (5% MeOH/DCM)

实验过程

The product of step (b) (2.00 g, 12.9 mmol) and the product of step (a) (3.61 g, 14.2 mmol) were melted together at 70° C., under a vacuum of 210 Torr for 1 h. Sodium hydride (60% suspension in oil, 620 mg, 15.5 mmol) was added and the reaction mixture was stirred at 70° C. under 210 Torr for 3 h. The reaction mixture was allowed to cool to ambient temperature and then water (30 mL) and dichloromethane (30 mL) were added. The organic layer was separated and washed with water (2×20 mL), dried (magnesium sulfate), filtered and the solvent was removed under reduced pressure. The resulting residue was purified by flash chromatography (5% MeOH/DCM) to give the title compound as a solid (2.03 g, 5.4 mmol, 42%).

来源