Reaktion #6235

Reaktionsgleichung

4-hydroxypyridine

N-(4bromobutyl)phthalimide

1,8-diazabicyclo[5.4.0]-7-undecene

→

desired compound

Ausbeute 17.8%

4-(4-phthalimidobutyloxy)pyridine

Ausbeute 17.8%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISTILLATIONAfter the solvent was distilled off
2. 2
   workup.ADDITIONthe mixture was poured into water
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe mixture was washed with water
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off
7. 7
   SonstigeThe residue was purified by column chromatography (eluent: ethyl acetate)

Vorschrift

To a solution of 4.76 g (50 mmol) of 4-hydroxypyridine and 15.52 g (55 mmol) of N-(4bromobutyl)phthalimide in 80 ml of DMF was added 8.23 ml (5 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene. The mixture was stirred at room temperature for 7 hours. After the solvent was distilled off, the mixture was poured into water and extracted with ethyl acetate. The mixture was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to obtain 2.63 g of the desired compound (yield: 17.2%, colorless crystals).

Quelle