تفاعل #6235

معادلة التفاعل

4-hydroxypyridine

N-(4bromobutyl)phthalimide

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

→

desired compound

المردود 17.8%

4-(4-phthalimidobutyloxy)pyridine

المردود 17.8%

المذيبات

DMF

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر