تفاعل #42650

معادلة التفاعل

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

imidazole

trimethylsilyl chloride

→

title compound

المردود 103.9%

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

المردود 103.9%

المذيبات

N,N-dimethylformamide

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed successively with water, sat. NH4Cl, water, sat. NaHCO3, water, and brine
2. 2
   تجفيفThe organic phase was dried over Na2SO4
3. 3
   ترشيحfiltered
4. 4
   أخرىevaporated in vacuo

الإجراء التجريبي

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.

المصدر