Reaktion #68739

Reaktionsgleichung

N,N,N′-tricyclohexyl-para-phenylenediamine

methyl acrylate

acetic acid

→

N,N,N′-tricyclohexyl-N′-methoxypropionyl-para-phenylenediamine

Lösungsmittel

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA 100 ml 3-neck flask was fitted with an overhead stirrer
2. 2
   Extraktionextracted with aqueous sodium hydroxide
3. 3
   Waschenwashed three times with water
4. 4
   SonstigeSolvent was removed by rotary evaporation
5. 5
   SonstigeSome polymer precipitated
6. 6
   Sonstigewas removed
7. 7
   SonstigeSolvent was removed by rotary evaporation
8. 8
   Filtrationfiltered
9. 9
   SonstigeSolvent was removed by rotary evaporation
10. 10
    SonstigeRemaining volatiles were removed by vacuum distillation (29″, 196° C.)
11. 11
    Sonstigeto yield a viscous, dark yellow liquid

Vorschrift

A 100 ml 3-neck flask was fitted with an overhead stirrer, a thermocouple and a nitrogen inlet. The flask was charged with N,N,N′-tricyclohexyl-para-phenylenediamine (27.1 g), methyl acrylate (150 ml) and glacial acetic acid (10 ml). The reaction was stirred at 82° C. until complete. The reaction mass was taken up in xylenes, extracted with aqueous sodium hydroxide and washed three times with water. Solvent was removed by rotary evaporation. The reaction mass was taken up in hexanes. Some polymer precipitated and was removed. Solvent was removed by rotary evaporation. The product was taken up in xylenes and filtered. Solvent was removed by rotary evaporation. Remaining volatiles were removed by vacuum distillation (29″, 196° C.) to yield a viscous, dark yellow liquid.

Quelle