反应详情

温度

-15 °C

5.60 ml of a 1.6 M solution of n-butyllithium in hexane are introduced dropwise into a suspension of 2.71 g of trimethylsulfonium iodide (13.3 mmol) in 25 ml of tetrahydrofuran cooled to -15° C. The solution is stirred at -15° C. for 20 minutes under nitrogen, and then a solution of 1.57 g of 2-[1,3]dioxolan-2-yl-6-vinylpyridine (8.90 mmol) in 5 ml of tetrahydrofuran is added dropwise. After stirring for 1 hour at -15° C., the suspension is stirred for 3 hours at room temperature. The tetrahydrofuran is evaporated off, the residue is taken up in water and the mixture is extracted with ethyl acetate. The organic phase is washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate, filtered and concentrated under vacuum. The title product is isolated by chromatography on a silica column (eluent: hexane/ethyl acetate; 50:50). 1.24 g of a colorless oil are obtained.

1. stirringAfter stirring for 1 hour at -15° C.
2. stirringthe suspension is stirred for 3 hours at room temperature
3. customThe tetrahydrofuran is evaporated off
4. extractionthe mixture is extracted with ethyl acetate
5. washThe organic phase is washed with a saturated aqueous solution of sodium chloride
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated under vacuum