반응 #833534
ord-d293fc55119c407e9c61fb55728968e6
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후처리
- 1workup.ADDITIONIn the dark, an oven-dried 50 ml round-bottomed flask containing a stir bar
- 2기타The round-bottomed flask with the contents was sealed with septa
- 3기타degassed with argon for 15 minutes
- 4기타The reaction mixture was degassed with argon for 30 minutes
- 5온도The reaction mixture was cooled to ambient temperature
- 6농축concentrated in vacuo
- 7workup.ADDITION10 ml of ethyl acetate was added into the concentrated reaction mixture
- 8여과It was then filtered
- 9세척washed with 30 ml of ethyl acetate
- 10농축The filtrate was concentrated under vacuo
- 11기타to give the crude product
- 12기타The crude product was purified by column chromatography on silica gel (40% ethyl acetate
실험 절차
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.