Reaktion #435929

Reaktionsgleichung

compound

(3-cyano-propyl)-triphenyl-phosphonium bromide

lithium diisopropylamide heptane

compound

3-[6-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-quinolin-2-yl]-propionitrile

→

compound

Ausbeute 75.9%

5-[6-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-quinolin-2-yl]-penta-4-ennitrile

Ausbeute 75.9%

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled with ice
2. 2
   workup.ADDITIONThen, the solution was gradually added with a solution
3. 3
   Sonstigeprepared
4. 4
   workup.STIRRINGby stirring at room temperature for 3 hours
5. 5
   SonstigeAfter completion of the reaction
6. 6
   workup.DISTILLATIONthe solvent was distilled off
7. 7
   Sonstigethe residue was then purified through silica gel column chromatography (chloroform/ethyl acetate)

Vorschrift

The compound (675.0 mg) obtained in Example 123-1 was suspended in anhydrous THF (30 ml) and cooled with ice. Then, the suspension was added with a 2 mol/l lithium diisopropylamide/heptane solution (0.825 ml), followed by stirring at room temperature for 1 hour. Then, the solution was gradually added with a solution prepared by suspending the compound (327.9 mg) obtained in Example 119-7 in anhydrous THF (20 ml), followed by stirring at room temperature for 3 hours. After completion of the reaction, the solvent was distilled off and the residue was then purified through silica gel column chromatography (chloroform/ethyl acetate), thereby obtaining the subject compound (268.0 mg) as a yellow solid.

Quelle