反応 #7543

反応方程式

5-[2-(3-chloropropoxy)ethyl]-1-benzothiophene

3-pyrrolidinol

potassium carbonate

water

→

1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-pyrrolidinol

収率 54.2%

溶媒

N,N-dimethylformamide

ethyl acetate

反応条件

後処理

1. 1
   workup.ADDITIONwere added to the solution
2. 2
   温度After the reaction mixture was cooled
3. 3
   その他the organic layer was separated
4. 4
   洗浄The organic layer was washed with water
5. 5
   乾燥a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONdistilled under reduced pressure
7. 7
   その他to remove the solvent
8. 8
   その他The residue was purified by a column chromatography (eluent; chloroform:methanol=20:1 to 10:1)

実験手順

In 12 mL of N,N-dimethylformamide was dissolved 1.20 g of 5-[2-(3-chloropropoxy)ethyl]-1-benzothiophene, and 0.82 g of 3-pyrrolidinol and 1.30 g of potassium carbonate were added to the solution, after which the resulting mixture was stirred at 85° C. for 2.5 hours. After the reaction mixture was cooled, water and ethyl acetate were added thereto and the organic layer was separated. The organic layer was washed with water and then a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then distilled under reduced pressure to remove the solvent. The residue was purified by a column chromatography (eluent; chloroform:methanol=20:1 to 10:1) to obtain 0.78 g of 1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-pyrrolidinol as a colorless oil.

出典