반응 #6234

반응 방정식

4-hydroxypyridine

N-(3-bromopropyl)phthalimide

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

→

desired compound

수율 16.4%

4-(3-phthalimidopropyloxy)pyridine

수율 16.4%

용매

DMF

반응 조건

후처리

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

실험 절차

To a solution of 4.76 g (50 mmol) of 4-hydroxypyridine and 14.75 g (55 mmol) of N-(3-bromopropyl)phthalimide in 80 ml of DMF was added 8.23 ml (55 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene. The mixture was stirred at room temperature for 6 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 2.32 g of the desired compound (yield: 16.4%, colorless crystals).

출처