反应 #1140740

反应方程式

2-(N-ethyl-N-phenylamino)ethanol

SOCl2

→

intermediate 3a

收率 50.0%

N-(2-chloroethyl)-N-ethylaniline

收率 50.0%

溶剂

CH2Cl2

反应条件

后处理

1. 1
   温度The mixture was heated
2. 2
   温度to reflux for one hour
3. 3
   其他quenched
4. 4
   其他The solvent was evaporated
5. 5
   其他the residue was purified by silica gel column chromatography

实验过程

2-(N-ethyl-N-phenylamino)ethanol (10 g, 60 mmol) in CH2Cl2 (150 mL) was reacted with SOCl2 (8.8 mL, 121 mmol). The mixture was heated to reflux for one hour and quenched. The solvent was evaporated and the residue was purified by silica gel column chromatography to provide intermediate 3a (5.54 g, 30 mmol, 50%) as a yellow oil. 1H NMR (CDCl3, 400 MHz) δ 7.28 (m, 2H), 6.74 (m, 3H), 3.65 (m, 4H), 3.46 (q, J=7.2 Hz, 2H), 1.22 (t, J=7.2 Hz, 3H); HRMS (ESI, positive) m/z calcd. for C10H15ClN [M+H]+: 184.0893, found: 184.0836.

来源