反応 #6241

反応方程式

4-(3-hydroxypropylthio)pyridine

triethylamine

dodecylamine

methanesulfonyl chloride

→

desired compound

収率 29.5%

4-[3-(N-dodecylamino)propylthio]pyridine

収率 29.5%

溶媒

methylene chloride

反応条件

後処理

1. 1
   洗浄The reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and water
2. 2
   その他dried
3. 3
   workup.DISTILLATIONthe solvent was distilled off
4. 4
   温度the mixture was heated at 80° C. for 3 hours
5. 5
   温度After cooling
6. 6
   その他the mixture was purified by column chromatography (eluent: chloroform/methanol=25:1)

実験手順

In 120 ml of methylene chloride was dissolved 5.60 g (33.1 mmol) of 4-(3-hydroxypropylthio)pyridine and 5.53 ml (39.7 mmol) of triethylamine. 3.07 ml (39.7 mmol) of methanesulfonyl chloride was added, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and water and dried, and then the solvent was distilled off. 5.34 g (28.8 mmol) of dodecylamine was added to 7.12 g of the residue, and the mixture was heated at 80° C. for 3 hours. After cooling, the mixture was purified by column chromatography (eluent: chloroform/methanol=25:1) to obtain 2.86 g of the desired compound (yield: 29.5%, yellow oil).

出典