Reaktion #6244

Reaktionsgleichung

4-hydroxypyridine

N-(2-bromoethyl)phthalimide

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

→

desired compound

Ausbeute 3.1%

4-(2-phthalimidoethyloxy)pyridine

Ausbeute 3.1%

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 13.97 g (55 mmol) of N-(2-bromoethyl)phthalimide in 80 ml of DMF, 8.23 ml (55 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene was added. The mixture was stirred at room temperature for 32 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 then the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to obtain 0.41 g of the desired compound (yield: 3.1%, colorless crystal).

Quelle