반응 #54665

반응 방정식

p-menth-3-oyl chloride

diethanolamine

→

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

용매

chloroform

chloroform

반응 조건

후처리

1. 1
   기타the yellow oil (upper layer) was separated
2. 2
   기타Removal of the chloroform
3. 3
   workup.WAITleft a viscous oil (6 g.)
4. 4
   기타This was separated by column chromatography on neutral alumina (activity 1)
5. 5
   세척Eluting with chloroform (200 ml.)
6. 6
   기타removed the minor component
7. 7
   세척the major product was eluted from the column with chloroform+5% methanol

실험 절차

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.

출처