반응 #1835689

반응 방정식

Water

1,4-dioxaspiro[4,5]decane-8-carbonitrile

lithium bis(trimethylsilyl)amide

5-Bromo-2-fluoropyridine

→

titled compound

수율 68.7%

8-(5-Bromopyridin-2-yl)-1,4-dioxaspiro[4,5]decane-8-carbonitrile

수율 68.7%

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.STIRRINGstirred at room temperature for two hours
2. 2
   추출extracted with ethyl acetate
3. 3
   농축concentrated in vacuo
4. 4
   기타The residue was purified with silica gel chromatography (n-hexane/ethyl acetate)
5. 5
   세척the resulting solid was washed with n-hexane

실험 절차

After 1,4-dioxaspiro[4,5]decane-8-carbonitrile (2.5 g) was dissolved in tetrahydrofuran (8 ml), 1M tetrahydrofuran-solution of lithium bis(trimethylsilyl)amide (15 ml) was added at 0° C. and stirred for 30 minutes. 5-Bromo-2-fluoropyridine (2.64 g) was further added and stirred at room temperature for two hours. Water was added to the reaction solution, extracted with ethyl acetate and concentrated in vacuo. The residue was purified with silica gel chromatography (n-hexane/ethyl acetate) and the resulting solid was washed with n-hexane to give the titled compound (3.32 g).

출처