반응 #42650

반응 방정식

(11β,16β)-9-fluoro-11,17-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-21-yl acetate

imidazole

trimethylsilyl chloride

→

title compound

수율 103.9%

(11β,16β)-9-fluoro-16-methyl-3,20-dioxo-11,17-bis[(trimethylsilyl)oxy]pregna-1,4-dien-21-yl acetate

수율 103.9%

용매

N,N-dimethylformamide

ethyl acetate

반응 조건

후처리

1. 1
   세척washed successively with water, sat. NH4Cl, water, sat. NaHCO3, water, and brine
2. 2
   건조The organic phase was dried over Na2SO4
3. 3
   여과filtered
4. 4
   기타evaporated in vacuo

실험 절차

To a solution of (11β,16β)-9-fluoro-11,17-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-21-yl acetate (18.79 g, 43.25 mmol) and imidazole (58.89 g, 864.9 mmol) in 200 mL of dry N,N-dimethylformamide was added neat trimethylsilyl chloride (55.0 mL, 433 mmol) dropwise during 15 min. The resulting pale yellow solution was stirred at room temperature for 16 hours. The solution was diluted with ethyl acetate and washed successively with water, sat. NH4Cl, water, sat. NaHCO3, water, and brine. The organic phase was dried over Na2SO4, filtered and evaporated in vacuo to yield 26 g of the title compound as a pale yellow oil.

출처