反応 #42722

反応方程式

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

収率 42.0%

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

収率 42.0%

溶媒

dichloromethane

反応条件

後処理

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

実験手順

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%).

出典