反応 #649572

反応方程式

3-pyrrolidinol

potassium carbonate

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

water

→

achromatic oil

収率 54.2%

1-(3-(2-(1-benzothiophene-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
   温度After the reaction mixture was cooled
2. 2
   その他an organic layer was separated
3. 3
   洗浄The organic layer was successively washed with water
4. 4
   乾燥a saturated saline solution, and then dried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONThereafter, the solvent was distilled away under a reduced pressure
6. 6
   その他The residue was purified by column chromatography (eluent; chloroform:methanol=20:1 to 10:1)

実験手順

1.20 g of 5-(2-(3-chloropropoxy)ethyl)-1-benzothiophene was dissolved in 12 ml of N,N-dimethylformamide. Thereafter, 0.82 g of 3-pyrrolidinol and 1.30 g of potassium carbonate were added to the obtained solution, and the mixture was then stirred at 85° C. for 2.5 hours. After the reaction mixture was cooled, water and ethyl acetate were added thereto, and an organic layer was separated. The organic layer was successively washed with water and a saturated saline solution, and then dried over anhydrous magnesium sulfate. Thereafter, the solvent was distilled away under a reduced pressure. The residue was purified by column chromatography (eluent; chloroform:methanol=20:1 to 10:1), so as to obtain 0.78 g of an achromatic oil product, 1-(3-(2-(1-benzothiophene-5-yl)ethoxy)propyl)-3-pyrrolidinol.

出典