反应详情

To the solution of 2,5-dibromothiophene (20 g, 82.6 mmol) and 2-methyl-1H-imidazole (4.1 g, 50 mmol) in DMSO (100 mL) was added CuI (3.14 g, 16.5 mmol), L-proline (0.95 g, 8.3 mmol), K2CO3 (22.9 g, 0.165 mol), the resultant mixture was heated to 100° C. under N2 balloon protection overnight. The reaction mixture was filtrated and the filtrate was poured into water, extracted with EtOAc (300 mL×5). The combined organic layers were washed with brine, dried over Na2SO4, and then filtrated, the filtrate was concentrated under reduced pressure, the residue was purified by column chromatography to give desired 1-(5-bromothiophen-2-yl)-2-methyl-1H-imidazole (3.8 g, yield 31.2%).

1. filtrationThe reaction mixture was filtrated
2. additionthe filtrate was poured into water
3. extractionextracted with EtOAc (300 mL×5)
4. washThe combined organic layers were washed with brine
5. dry with materialdried over Na2SO4
6. filtrationfiltrated
7. concentrationthe filtrate was concentrated under reduced pressure
8. customthe residue was purified by column chromatography