反应 #1876836

反应方程式

4-(methylthio)aniline

3-pyridinecarboxaldehyde

sodium triacetoxyborohydride

→

4-[(pyridin-2-ylmethyl)amino]thioanisole

收率 100.0%

溶剂

dichloromethane

反应条件

后处理

1. 1
   其他partitioned between EtOAc and brine
2. 2
   干燥dried over MgSO4
3. 3
   浓缩concentrated
4. 4
   洗涤Column chromatography, eluting with ethyl acetate/hexane

实验过程

To 2.0 mL (16.07 mmol) of 4-(methylthio)aniline dissolved in 25 mL dichloromethane was added 1.52 mL (16.07 mmol) 3-pyridinecarboxaldehyde, followed by 5.11 g (24.11 mmol) sodium triacetoxyborohydride. The mixture was stirred at room temperature for 4 h, partitioned between EtOAc and brine, dried over MgSO4 and concentrated. Column chromatography, eluting with ethyl acetate/hexane, provided 3.70 g of 4-[(pyridin-2-ylmethyl)amino]thioanisole, pure by 1H NMR.

来源