反応 #6234

反応方程式

4-hydroxypyridine

N-(3-bromopropyl)phthalimide

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

→

desired compound

収率 16.4%

4-(3-phthalimidopropyloxy)pyridine

収率 16.4%

溶媒

DMF

反応条件

後処理

1. 1
   workup.DISTILLATIONAfter the solvent was distilled off
2. 2
   workup.ADDITIONthe mixture was poured into water
3. 3
   抽出extracted with ethyl acetate
4. 4
   洗浄The mixture was washed with water
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off
7. 7
   その他The residue was purified by column chromatography (eluent: ethyl acetate)

実験手順

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).

出典