反应详情

温度

-78 °C

Add tert-butyl 4-(4,5-dibromo-1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate (46.00 g 85.61 mmol) in tetrahydrofuran (1 L). Cool to −78° C. under nitrogen. Add 1.6 M butyllithium in hexanes (90.97 mL, 1.7 eq) dropwise over 15 minutes. Maintain the internal temperature below −65° C. After 65 minutes, add isopropyl alcohol (50 mL). Allow to warm to room temperature over 2 hr. Dilute with saturated aqueous ammonium chloride, then extract with ethyl acetate three times. Wash the organics with saturated aqueous sodium chloride. Dry over anhydrous magnesium sulfate, filter, and concentrate in vacuo to give the title compound (43.00 g, 100%). MS (ES) m/z=460 [M]+.

1. temperatureMaintain the internal temperature below −65° C
2. temperatureAllow to warm to room temperature over 2 hr
3. extractionextract with ethyl acetate three times
4. washWash the organics with saturated aqueous sodium chloride
5. dry with materialDry over anhydrous magnesium sulfate
6. filtrationfilter
7. concentrationconcentrate in vacuo