反应 #54665

反应方程式

p-menth-3-oyl chloride

diethanolamine

→

N,N-Bis(2-hydroxyethyl)-p-menthane-3-carboxamide

溶剂

chloroform

chloroform

反应条件

后处理

1. 1
   其他the yellow oil (upper layer) was separated
2. 2
   其他Removal of the chloroform
3. 3
   workup.WAITleft a viscous oil (6 g.)
4. 4
   其他This was separated by column chromatography on neutral alumina (activity 1)
5. 5
   洗涤Eluting with chloroform (200 ml.)
6. 6
   其他removed the minor component
7. 7
   洗涤the major product was eluted from the column with chloroform+5% methanol

实验过程

A solution of p-menth-3-oyl chloride (4.0 g., 0.020 moles) in chloroform (30 ml.) was added dropwise to a stirred solution of diethanolamine (4.2 g., 0.044 moles) in chloroform (50 ml.). The reaction mixture goes cloudy and a yellow oil separates out. After 2 hours at room temperature, the yellow oil (upper layer) was separated. Infra red spectographic analysis indicated this to be (HOCH2CH2)2NH2+Cl-. Removal of the chloroform left a viscous oil (6 g.). Thin layer chromatography (CHCl3 and CHCl3 +10% CH3OH) indicated it to consist of one major component and a minor component of larger Rf value. This was separated by column chromatography on neutral alumina (activity 1). Eluting with chloroform (200 ml.) removed the minor component and the major product was eluted from the column with chloroform+5% methanol. The major component was shown to be N,N-bis(2-hydroxyethyl)-p-menthane-3-carboxamide.

来源