反应详情

温度

-7.5 °C

7.69 g of butyllithium dissolved in 48 ml of hexane was slowly added during 5 minutes into 20.0 g of fluorene dissolved in 150 ml of anhydrous tetrahydrofuran at -50° C. under nitrogen protection. The mixture was stirred at -30 to 15° C. for 1 hour before it was cooled again to -40 to -50° C. Then, 23.17 g of 2-ethylhexyl bromide was added in 5 minutes. The mixture was subsequently stirred for 2 hours while the temperature was gradually increased to 22° C. The main product in the solution was 9-(2-ethylhexyl)-fluorene as detected by GC-MS. This solution was then cooled to -50° C., and 7.7 g of butyllithium dissolved in 48 ml of hexane was slowly added in 5 minutes under nitrogen protection. The mixture was stirred at -30~15° C. for 1 hour before it was cooled again to -40 to -50° C. Then, 23.75 g of 1-(2-chloroethoxy)-2-(2-methoxyethoxy)-ethane was added in 5 minutes. The mixture was subsequently stirred for 15 hours at 22° C., dispersed in water, and extracted with ether. The etheral solution was washed with water and brine, dried with magnesium sulfate, and evaporated. The residue was distilled to collect 45.5 g (89%) of colorless liquid at 190° C./0.12 mm Hg. MS (m/z): 424 (M+), 277, 205, 191, 178, 165, 133, 103, 59.

1. temperaturewas cooled again to -40 to -50° C
2. stirringThe mixture was subsequently stirred for 2 hours while the temperature
3. temperaturewas gradually increased to 22° C
4. temperatureThis solution was then cooled to -50° C.
5. additionwas slowly added in 5 minutes under nitrogen protection
6. stirringThe mixture was stirred at -30~15° C. for 1 hour before it
7. temperaturewas cooled again to -40 to -50° C
8. stirringThe mixture was subsequently stirred for 15 hours at 22° C.
9. extractionextracted with ether
10. washThe etheral solution was washed with water and brine
11. dry with materialdried with magnesium sulfate
12. customevaporated
13. distillationThe residue was distilled
14. customto collect 45.5 g (89%) of colorless liquid at 190° C./0.12 mm Hg