反应详情

温度

70 °C

250 ml of anhydrous THF was added into 24 g (88 mmol) of 3,5-dibromo-2-methoxythiophene and was cooled to be −78° C. with dry ice-methanol. Then, 56 ml (92 mmol) of a solution containing 15% n-butylithium hexane was slowly dripped into it. After being stirred for 1 hour, 32 ml (123 mmol) of tri-n-butyl borate was slowly dripped into it and stirred for 2 hours. After being returned to a room temperature, 90 ml of 20 wt % Na2CO3, 18 g (88 mmol) of iodobenzene, and 4.4 g (0.36 mmol) of Pd(Ph3P)4 were added to the solution and refluxed for 5 hours at 70° C. The reaction solution was extracted with ether, washed with a salt solution, and dried with addition of magnesium sulfate. The dried extract was condensed after removing magnesium sulfate by filtration. By developing the product with hexane on a silica gel column, a colorless solid 3-bromo-2-methoxy-5-phenylthiophene was obtained (Rf=0.35). The yield was 15 g in weight and 63% in percentage.

1. temperaturewas cooled
2. stirringstirred for 2 hours
3. customAfter being returned to a room temperature
4. extractionThe reaction solution was extracted with ether
5. washwashed with a salt solution
6. dry with materialdried with addition of magnesium sulfate
7. extractionThe dried extract
8. customcondensed
9. customafter removing magnesium sulfate
10. filtrationby filtration