反应详情

温度

-20 °C

To a solution of Example 1B (16.5 g, 74.4 mmol) in tetrahydrofuran (200 ml) was added dropwise lithium hexamethyl bis(trimethylsilyl)amide (1 M in tetrahydrofuran, 119 mL) at −50° C. The reaction mixture was stirred for 1 hour at the same temperature. 1,3-Dibromopropane (150 g, 744 mmol) was added dropwise over 1 hour. The reaction mixture was allowed to warm to −20° C. and stirred at the same temperature for 1 hour. LCMS showed that the reaction was complete. The reaction mixture was quenched with an aqueous ammonium chloride solution (6%, 600 mL), and extracted with ethyl acetate. The organic fraction was washed with aqueous ammonium chloride (6%), brine, dried with sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate=80:1) to give Example 1C.

1. stirringstirred at the same temperature for 1 hour
2. customThe reaction mixture was quenched with an aqueous ammonium chloride solution (6%, 600 mL)
3. extractionextracted with ethyl acetate
4. washThe organic fraction was washed with aqueous ammonium chloride (6%), brine
5. dry with materialdried with sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate=80:1)
9. customto give Example 1C