反应详情

温度

-78 °C

To a solution of 2-bromo-pyridine (10 g, 63.3 mmol) in tetrahydrofuran (200 mL) at −78° C. under an argon atmosphere was added a solution of n-butyllithium (26 mL of 2.5N solution, 65 mmol). The solution was stirred at −78° C. for 10 minutes and then a solution of cyclohexanedione monoethylene ketal (10 g, 64 mmol) in tetrahydrofuran(50 mL) was added. The reaction was allowed to warm to room temperature and poured into a saturated solution of sodium bicarbonate (mL) the mixture was extracted with ethyl acetate. The combined ethyl acetate fractions were dried over anhydrous sodium sulfate, filtered, and concentrated at reduced pressure. The residue was chromatographed over silica gel eluting with 25% to 50% ethyl acetate/hexane to give the product.

1. temperatureto warm to room temperature
2. extractionwas extracted with ethyl acetate
3. dry with materialThe combined ethyl acetate fractions were dried over anhydrous sodium sulfate
4. filtrationfiltered
5. concentrationconcentrated at reduced pressure
6. customThe residue was chromatographed over silica gel eluting with 25% to 50% ethyl acetate/hexane
7. customto give the product