反応 #1095081

反応方程式

hydrochloric acid

5-[2-(3-chloropropyloxy)ethyl]benzo[b]-thiophene

diethylamine

water

→

N-[3-(2-benzo[b]thiophen-5-ylethoxy)propyl]-N,N-diethylamine

溶媒

N,N-dimethylformamide

ethyl acetate

反応条件

後処理

1. 1
   温度After cooling
2. 2
   その他the aqueous layer is separated
3. 3
   workup.ADDITIONEthyl acetate is added to the aqueous layer
4. 4
   その他the organic layer is separated
5. 5
   洗浄The organic layer is washed with water and saturated aqueous solution of sodium chloride
6. 6
   乾燥dried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONthe solvent is distilled off under reduced pressure
8. 8
   その他the residue is purified by column chromatography (eluent: chloroform:methanol=10:1 to 4:1)

実験手順

In 6 mL of N,N-dimethylformamide is dissolved 0.80 g of 5-[2-(3-chloropropyloxy)ethyl]benzo[b]-thiophene, to which is added 3.2 mL of diethylamine. The mixture is stirred in an ampoule at 100° C. for 10 hours. After cooling, the reaction mixture is introduced into a mixture of water and ethyl acetate, pH is adjusted to 1.0 with 6 mol/L hydrochloric acid, and the aqueous layer is separated. Ethyl acetate is added to the aqueous layer, pH is adjusted to 10.0 with 5 mol/L aqueous solution of sodium hydroxide, and the organic layer is separated. The organic layer is washed with water and saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, the solvent is distilled off under reduced pressure, and the residue is purified by column chromatography (eluent: chloroform:methanol=10:1 to 4:1). Thus, 0.48 g of N-[3-(2-benzo[b]thiophen-5-ylethoxy)propyl]-N,N-diethylamine is obtained as an oily product.

出典