反应详情

温度

50 °C

To a solution of (3R,4S)-4-(4-bromophenoxy)-1-pyridin-3-yl-hexan-3-ol (1.34 g, Example 87d)) in dry N,N-dimethylformamide (30 ml) was added tertbutyldimethylsilyl chloride (0.80 g) and imidazole (0.77 g) and the resulting solution heated at 50° C. for 20 hours. The solution was concentrated in vacuo. The residue was made basic by addition of saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. The combined extracts were dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography over silica eluting with ethyl acetate:isohexane (1:1) to give the sub-title compound as an oil (0.71 g).

1. concentrationThe solution was concentrated in vacuo
2. additionThe residue was made basic by addition of saturated sodium hydrogen carbonate solution
3. extractionextracted with ethyl acetate
4. dry with materialThe combined extracts were dried over anhydrous magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by column chromatography over silica eluting with ethyl acetate:isohexane (1:1)