反応 #64660

反応方程式

acetonitrile

carbazole

allyl bromide

potassium carbonate

→

desired product

N-allylcarbazole

溶媒

Dichloromethane

反応条件

後処理

1. 1
   その他Into a 500-mL, three-necked, round-bottomed flask, equipped with a magnetic stirrer
2. 2
   温度heated
3. 3
   温度under reflux with a heating mantle for 18 hours
4. 4
   ろ過the mixture was filtered through a pad of Celite
5. 5
   その他The clear filtrate was evaporated
6. 6
   その他the residue was recrystallized from methanol

実験手順

Into a 500-mL, three-necked, round-bottomed flask, equipped with a magnetic stirrer, a thermometer, and a condenser connected to a nitrogen bubbler, were placed carbazole (8.4 g, 50 mmole), allyl bromide (10 mL, 115 mmole), powdered anhydrous potassium carbonate (41 g, 300 mmole), and anhydrous acetonitrile (300 mL). The resultant mixture was stirred and heated under reflux with a heating mantle for 18 hours. Dichloromethane (300 mL) was then added, and the mixture was filtered through a pad of Celite. The clear filtrate was evaporated, and the residue was recrystallized from methanol to yield the desired product as amber-colored crystals. The product had melting point 56°-57° C., and sublimation (100° C./0.1 mm Hg) yielded white crystals (8.65 g, 83%), melting point 57°-58° C. The proton NMR spectrum in carbon tetrachloride was

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