反応 #7538

反応方程式

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

N-(3-azetidinyl)acetamide

water

ethyl acetate

→

N-(1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinyl)acetamide

収率 37.4%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   workup.ADDITIONwas 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=7:1)

実験手順

In 8 mL of N,N-dimethylformamide was dissolved 0.80 g of 5-[2-(3-chloropropoxy)ethyl]-1-benzothiophene, and 1.20 g of N-(3-azetidinyl)acetamide was added to the solution, after which the resulting mixture was stirred at 90° C. for 12 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=7:1) to obtain 0.39 g of N-(1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinyl)acetamide as a light-yellow oil.

出典