反应详情

温度

70 °C

Under a nitrogen atmosphere, phosphorous oxychloride (3.5 ml, 40 mmol) was slowly dropped into DMF (70 ml) at 0° C. and stirred for 10 minutes. Then, a DMF (15 ml) solution of 3-(2-butyloctoxy)thiophene (9 g, 30.4 mmol) was slowly dropped into the reaction solution. The reaction solution was then heated for two hours at 70° C. Then, the reaction solution was cooled to room temperature. While cooling the reaction solution in a water bath, a 10% aqueous sodium hydroxide solution was slowly added and stirred for 30 minutes. Then, the reaction solution was extracted with chloroform, and an organic layer was washed with a saturated saline solution and water. The organic layer was dried with anhydrous magnesium sulfate, and, after filtration, the solution was distilled off under reduced pressure. By separating and purifying the obtained reaction mixture by silica gel column chromatography in which a mixed solvent of hexane and ethyl acetate was used as a mobile phase, a target substance was obtained as clear oil (80% yield). 1H-NMR (400 MHZ, CDCl3, TMS) δ 10.00 (s, 1 H), 7.67 (d, J=4.8 Hz, 1 H), 6.84 (d, J=4.8 Hz, 1 H), 4.03 (d, J=4.8 Hz, 2 H), 1.25 (m, 17 H), 0.88 (m, 6 H)

1. temperatureThen, the reaction solution was cooled to room temperature
2. temperatureWhile cooling the reaction solution in a water bath
3. stirringstirred for 30 minutes
4. extractionThen, the reaction solution was extracted with chloroform
5. washan organic layer was washed with a saturated saline solution and water
6. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
7. filtrationafter filtration
8. distillationthe solution was distilled off under reduced pressure
9. customBy separating
10. custompurifying
11. customthe obtained reaction mixture by silica gel column chromatography in which a mixed solvent of hexane and ethyl acetate