反应 #155322

反应方程式

Methyl iodide

DMF

2-furan-3-yl-5-propoxy-4H-benzo[f]quinolin-1-one

sodium hydride

→

2-furan-3-yl-4-methyl-5-propoxy-4H-benzo[f]quinolin-1-one

收率 42.0%

溶剂

ethyl acetate

Water

反应条件

后处理

1. 1
   workup.STIRRINGthe resulting mixture was stirred at room temperature for 62 hours
2. 2
   其他the resulting mixture was subjected to separation
3. 3
   洗涤The thus-obtained organic layer was washed with water
4. 4
   干燥dried over anhydrous sodium sulfate
5. 5
   浓缩concentrated under reduced pressure
6. 6
   其他The residue was purified
7. 7
   浓缩The purified product was concentrated under reduced pressure
8. 8
   其他to recrystallize the residue from ethyl acetate-n-hexane

实验过程

To a DMF solution (5 ml) of 2-furan-3-yl-5-propoxy-4H-benzo[f]quinolin-1-one (300 mg, 0.94 mmol) was added sodium hydride (60% oil base, 61 mg, 1.4 mmol), and then the mixture was stirred at room temperature for 5 minutes. Methyl iodide (181 mg, 1.27 mmol) was added thereto and the resulting mixture was stirred at room temperature for 62 hours. Water and ethyl acetate were added to the reaction mixture and the resulting mixture was subjected to separation. The thus-obtained organic layer was washed with water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified using silica gel column chromatography (dichloromethane:ethyl acetate=90:1→80:1). The purified product was concentrated under reduced pressure to recrystallize the residue from ethyl acetate-n-hexane, giving a pale gray powder of 2-furan-3-yl-4-methyl-5-propoxy-4H-benzo[f]quinolin-1-one (130 mg, yield: 42%).

来源