Reaktion #1835689

Reaktionsgleichung

Water

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

lithium bis(trimethylsilyl)amide

5-Bromo-2-fluoropyridine

→

titled compound

Ausbeute 68.7%

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

Ausbeute 68.7%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle