反応 #1745630

反応方程式

hydrogen

N-(2-octyl)-p-phenylenediamine

3-isopropoxypropionaldehyde

→

N-(3-isopropoxypropyl)-N'-(2-octyl)-p-phenylenediamine

溶媒

methanol

反応条件

後処理

1. 1
   workup.ADDITIONA mixture of 20 g
2. 2
   ろ過filtered through celite
3. 3
   その他The filtrate is evaporated in vacuo
4. 4
   workup.ADDITIONtreated with an excess of dry hydrogen chloride gas
5. 5
   ろ過The resulant solid is collected by filtration
6. 6
   その他recrystallized from methanol-acetone

実験手順

A mixture of 20 g. of N-(2-octyl)-p-phenylenediamine, 14 g. of 3-isopropoxypropionaldehyde and 0.3g. of 5% platinum sulfide on carbon catalyzt is shaken in a rocker bomb at 150°C under 600 psi hydrogen for 5 hours. After allowing the mixture to cool to room temperature, the contents of the bomb are dissolved in methanol and filtered through celite. The filtrate is evaporated in vacuo and the residue is taken up in ether and treated with an excess of dry hydrogen chloride gas. The resulant solid is collected by filtration and recrystallized from methanol-acetone to yield the product N-(3-isopropoxypropyl)-N'-(2-octyl)-p-phenylenediamine in dihydrochloride salt form (mp 200°-202°C).

出典