反应详情

温度

40 °C

To the title compound from Example 1 Step C (0.5 mmol, 210 mg) in 1 mL of THF was added a solution of NaH (1 mmol, 40 mg of 60% slurry in mineral oil) in 1 mL of DMF (exothermic, H2 evolution). After gas evolution ceased for several minutes, (2-bromoethoxy)(trimethyl)silane was added to the solution via syringe. The reaction mixture was heated to 40° C. After 2.5 h the reaction was quenched by addition of saturated ammonium chloride. The product was extracted 3× with EtOAc and the organic phase was dried over MgSO4 and concentrated under reduced pressure. The crude product was purified by flash chromatography on silica eluting with 5% EtOAc/hexanes. HPLC A: 3.14 min.

1. waitAfter gas evolution ceased for several minutes
2. customAfter 2.5 h the reaction was quenched by addition of saturated ammonium chloride
3. extractionThe product was extracted 3× with EtOAc
4. dry with materialthe organic phase was dried over MgSO4
5. concentrationconcentrated under reduced pressure
6. customThe crude product was purified by flash chromatography on silica eluting with 5% EtOAc/hexanes
7. custom3.14 min.