反应详情

To a solution of 4-picoline (4.6 g, 49.4 mmol) and ethyl 2-furancarboxylate (7.7 g, 54.9 mmol) in tetrahydrofuran (40 ml) was dropwise added lithium bis(trimethylsilyl)amide (100 ml, 100 mmol) over 1 hour at 0° C. under an atmosphere of nitrogen gas, followed by stirring as it was for 2 hours. Hexane (140 ml) was added to the reaction mixture, and the resulting crystals were collected by filtration. The resulting crystals were dissolved in ethyl acetate and a saturated aqueous ammonium chloride solution. The organic layer was washed with a saturated aqueous ammonium chloride solution twice and brine, dried over anhydrous sodium sulfate and concentrated. Hexane was added to the residue, and the resulting precipitates were collected by filtration and washed with hexane, to give the title compound (6.5 g, 70%) as a pale yellow solid.

1. customover 1 hour
2. customat 0° C.
3. filtrationthe resulting crystals were collected by filtration
4. dissolutionThe resulting crystals were dissolved in ethyl acetate
5. washThe organic layer was washed with a saturated aqueous ammonium chloride solution twice
6. dry with materialbrine, dried over anhydrous sodium sulfate
7. concentrationconcentrated
8. additionHexane was added to the residue
9. customthe resulting precipitates
10. filtrationwere collected by filtration
11. washwashed with hexane