反応 #833534
ord-d293fc55119c407e9c61fb55728968e6
反応方程式
反応条件
後処理
- 1workup.ADDITIONIn the dark, an oven-dried 50 ml round-bottomed flask containing a stir bar
- 2その他The round-bottomed flask with the contents was sealed with septa
- 3その他degassed with argon for 15 minutes
- 4その他The reaction mixture was degassed with argon for 30 minutes
- 5温度The reaction mixture was cooled to ambient temperature
- 6濃縮concentrated in vacuo
- 7workup.ADDITION10 ml of ethyl acetate was added into the concentrated reaction mixture
- 8ろ過It was then filtered
- 9洗浄washed with 30 ml of ethyl acetate
- 10濃縮The filtrate was concentrated under vacuo
- 11その他to give the crude product
- 12その他The crude product was purified by column chromatography on silica gel (40% ethyl acetate
実験手順
In the dark, an oven-dried 50 ml round-bottomed flask containing a stir bar was charged with CuI (0.171 g, 0.1 eq.), benzimidazole (1.273 g, 1.2 eq.), and cesium carbonate (6.138 g, 2.1 eq.) respectively. The round-bottomed flask with the contents was sealed with septa and degassed with argon for 15 minutes. Iodobenzene (1 ml, 1 eq.), 1,10-Phenanthroline (0.323 g, 0.2 eq.), and dimethylformamide (25 ml) were then successively added into the round-bottomed flask under a continuous flow of argon. The reaction mixture was degassed with argon for 30 minutes. The reaction was stirred with heating via an oil bath at 110° C. for 24 hours in the dark under nitrogen. The reaction mixture was cooled to ambient temperature and concentrated in vacuo. 10 ml of ethyl acetate was added into the concentrated reaction mixture. It was then filtered and washed with 30 ml of ethyl acetate. The filtrate was concentrated under vacuo to give the crude product. The crude product was purified by column chromatography on silica gel (40% ethyl acetate:60% hexane as the eluent) providing 0.780 g of 1-Phenyl benzoimidazole (45% yield) as yellow liquid.