تفاعل #155322

معادلة التفاعل

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

المردود 42.0%

المذيبات

ethyl acetate

Water

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe resulting mixture was stirred at room temperature for 62 hours
2. 2
   أخرىthe resulting mixture was subjected to separation
3. 3
   غسيلThe thus-obtained organic layer was washed with water
4. 4
   تجفيفdried over anhydrous sodium sulfate
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   أخرىThe residue was purified
7. 7
   تركيزThe purified product was concentrated under reduced pressure
8. 8
   أخرىto recrystallize the residue from ethyl acetate-n-hexane

الإجراء التجريبي

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%).

المصدر