反応 #54665

反応方程式

p-menth-3-oyl chloride

diethanolamine

→

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

溶媒

chloroform

chloroform

反応条件

後処理

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

実験手順

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.

出典